Yu Rao

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Name: 饶燏; Yu Rao

Organization: Tsinghua University

Department: Department of Pharmacology and Pharmaceutical Sciences

Title: Researcher/Professor

TOPICS

Organic Chemistry

C-H Activation

Chemicals
References

Regioselective Annulation of Aryl Sulfonamides with Allenes through Cobalt-Promoted C–H Functionalization

Co-reporter:Tianlong LanLiguo Wang, Yu Rao

Organic Letters 2017 Volume 19(Issue 5) pp:

Publication Date(Web):February 23, 2017

DOI:10.1021/acs.orglett.6b03510

The development of an efficient method for the construction of biologically relevant sultams is described, which represents the first case of cobalt-promoted C–H/N–H functionalization of sulfonamides with allenes. This newly developed annulation reaction demonstrated good functional group tolerance and excellent regioselectivity. Both terminal monosubstituted allenes and internal disubstituted allenes can be employed to give the desired sultams in good yields. This strategy can be successfully used to build a unique sultam library with novel structural diversity.

Synthesis of diverse heterocycles via one-pot cascade cross-dehydrogenative-coupling (CDC)/cyclization reaction

Co-reporter:Chao Zhang;Tianlei Li;Liguo Wang

Organic Chemistry Frontiers 2017 vol. 4(Issue 3) pp:386-391

Publication Date(Web):2017/02/28

DOI:10.1039/C6QO00522E

A cascade Cross-Dehydrogenative-Coupling (CDC)/cyclization methodology has been developed for the synthesis of diverse scaffolds. This method can be successfully employed to prepare various heterocycles including phenanthridines, lactams, lactones and dibenzofurans via a one-pot reaction. Two directing groups were used to enhance the selectivity. Our synthetic strategy exhibits several advantages including using non-prefunctional starting material, less chemical steps and easier purification process. These heterocycle compounds may have a broad utility in the field of medicinal chemistry, materials, etc.

One-pot synthesis of quaternary carbon centered cyclobutanes via Pd(II)-catalyzed cascade C(sp3)–H activations

Co-reporter:Xinglin Yang;Gang Shan;Zimo Yang;Guiyi Huang;Guoqiang Dong;Chunquan Sheng

Chemical Communications 2017 vol. 53(Issue 9) pp:1534-1537

Publication Date(Web):2017/01/26

DOI:10.1039/C6CC06897A

A novel approach toward quaternary carbon centered cyclobutanes through Pd(II)-catalyzed sequential intramolecular methylene C–H alkylation and intermolecular methine C–H bond arylation, alkenylation, alkylation, alkynylation, allylation, benzylation or alkoxylation is described. These quaternary carbon centered cyclobutanes could be further diversified through Pd(II)-catalyzed γ-C(sp3)–H bond activations. The synthetic utility of this novel approach was exemplified by its application to the synthesis of a bioactive small molecule.

Synthesis of Phosphaisoquinolin-1-one by Annulation of Aryl Phosphinamides with Allenes through a Cobalt-Promoted C−H Functionalization

Co-reporter:Xia Yao;Lu Jin; Dr. Yu Rao

Asian Journal of Organic Chemistry 2017 Volume 6(Issue 7) pp:825-830

Publication Date(Web):2017/07/01

DOI:10.1002/ajoc.201700215

AbstractAn efficient and convenient cobalt-promoted annulation reaction has been established for the synthesis of biologically relevant phosphaisoquinolin-1-ones, which represents the first example of a transition-metal-promoted C−H/N−H functionalization of aryl phophinamides with allenes. Through this strategy, three different types of novel phosphaisoquinolin-1-one derivatives can be readily prepared in good yields. This new strategy exhibited several advantages, including easily accessible starting materials, good functional group tolerance, and excellent reactivity.

A diversity-oriented synthesis of bioactive benzanilides via a regioselective C(sp2)–H hydroxylation strategy

Co-reporter:Yong-Hui Sun, Tian-Yu Sun, Yun-Dong Wu, Xinhao Zhang and Yu Rao

Chemical Science 2016 vol. 7(Issue 3) pp:2229-2238

Publication Date(Web):03 Dec 2015

DOI:10.1039/C5SC03905C

A diversity-oriented synthesis of bioactive benzanilides via C(sp2)–H hydroxylation has been studied. Different regioselectivity was observed with Ru(II) and Pd(II) catalysts. The reaction demonstrates excellent regioselectivity, good tolerance of functional groups, and high yields. A wide range of ortho-hydroxylated-benzanilides can be readily synthesized with excellent regioselectivity via this new synthetic strategy. Computational investigations revealed that the regioselectivity was controlled mainly by both steric and electronic factors. Steric effects determine the regioselective outcomes in the Ru-catalyzed reaction, while electronic effects are dominant in the Pd-catalyzed reaction.

One-Step Synthesis of Diverse Pyridine-Containing Heterocycles with 3-Ethoxycyclobutanones at Room Temperature

Co-reporter:Yun Lin, Xinglin Yang, Weidong Pan, and Yu Rao

Organic Letters 2016 Volume 18(Issue 9) pp:2304-2307

Publication Date(Web):April 26, 2016

DOI:10.1021/acs.orglett.6b01027

An efficient and convenient approach toward a diversity-oriented synthesis of bioactive pyridine-containing fused heterocycles is described. Through a Lewis acid catalyzed union of 3-ethoxycyclobutanones with various heterocyclic amines, a broad range of heterocyclic compounds were prepared readily at ambient temperature with excellent regioselectivity.

Auxiliary-assisted palladium-catalyzed halogenation of unactivated C(sp3)–H bonds at room temperature

Co-reporter:Xinglin Yang, Yonghui Sun, Tian-yu Sun and Yu Rao

Chemical Communications 2016 vol. 52(Issue 38) pp:6423-6426

Publication Date(Web):07 Apr 2016

DOI:10.1039/C6CC00234J

The direct transformation of unactivated C(sp3)–H bonds into C-halogen bonds was achieved by palladium catalysis at room temperature with good functional group tolerance. Some drugs and natural products were readily modified by this method. Merged with substitution reaction, newly formed C–X bonds can be transformed into diverse C–O, C–S, C–C and C–N bonds. A preliminary mechanism study demonstrates that solvent is crucial for C–H activation and the C–H activation step is involved in the rate-limiting step. An isolated Pd(II) intermediate can be transformed into a halogenated product with the retention of conformation which suggests that concerted reductive elimination from Pd(IV) to form a C–X bond was favored.

Recent advances in transition metal (Pd, Ni)-catalyzed C(sp3)H bond activation with bidentate directing groups

Co-reporter:Xinglin Yang, Gang Shan, Liguo Wang, Yu Rao

Tetrahedron Letters 2016 Volume 57(Issue 8) pp:819-836

Publication Date(Web):24 February 2016

DOI:10.1016/j.tetlet.2016.01.009

In recent years, transition metal-catalyzed C(sp3)H functionalization has gradually emerged as a practical and powerful tool to prepare highly valuable chemicals. In this mini-review, we will give some examples to cover recent research advances on transition-metal (Pd, Ni) catalyzed C(sp3)H functionalization via bidentate directing group coordination. Different bidentate directing groups will be discussed. As the whole field of transition metal-catalyzed C(sp3)H functionalization keeps moving forward, more synthetically useful chemo-, regio-, diastereo-, and enantioselective reactions catalyzed by transition-metal with bidentate directing group coordination will be discovered in the future and this promising and attractive strategy will play a more critical role in modern organic synthesis.

A Preliminary Study of Diastereoselectivity in the PdII-Catalyzed C(sp3)-H Alkoxylation of Cyclic Systems

Co-reporter:Xinglin Yang;Tian-Yu Sun; Yu Rao

Chemistry - A European Journal 2016 Volume 22( Issue 10) pp:3273-3277

Publication Date(Web):

DOI:10.1002/chem.201503967

Abstract

Primary mechanism of a Pd^II-catalyzed 8-aminoquinoline-directed C−H alkoxylation was investigated. It was understood that the Pd^II-catalyzed C(sp³)−O bond formation proceeded through a concerted reductive elimination from the Pd^IV intermediate in the cyclic system. Deuteration experiments and related computational studies elucidate that intrinsic conformation determined the diastereoselectivity of the Pd^II-catalyzed C−H alkoxylation of cyclic carboxylic acids.

Weak Coordination Promoted Regioselective Oxidative Coupling Reaction for 2,2′-Difunctional Biaryl Synthesis in Hexafluoro-2-propanol

Co-reporter:Chao Zhang and Yu Rao

Organic Letters 2015 Volume 17(Issue 18) pp:4456-4459

Publication Date(Web):August 31, 2015

DOI:10.1021/acs.orglett.5b02115

An unprecedented weak coordination promoted dehydrogenative cross-coupling reaction has been developed by palladium catalysis, which provides a convenient access to a wide range of 2,2′-difunctional biaryls from easily accessible substrates. Both HFIP solvent and oxidants serve as the critical factors in this new reaction. A plausible mechanism involving Pd(II)/Pd(IV) is proposed. The reaction demonstrates excellent reactivity, broad functional-group tolerance and high yields.

Pd(II) catalyzed ortho C–H iodination of phenylcarbamates at room temperature using cyclic hypervalent iodine reagents

Co-reporter:Xiuyun Sun, Xia Yao, Chao Zhang and Yu Rao

Chemical Communications 2015 vol. 51(Issue 49) pp:10014-10017

Publication Date(Web):11 May 2015

DOI:10.1039/C5CC02533H

A novel approach to access ortho iodinated phenols using cyclic hypervalent iodine reagents through palladium(II) catalyzed C–H activation has been developed through weak coordination. The reaction showed excellent regioselectivity, reactivity and good functional group tolerance. A unique mechanism was proposed.

Unactivated C(sp3)–H hydroxylation through palladium catalysis with H2O as the oxygen source

Co-reporter:Jiantao Hu, Tianlong Lan, Yihua Sun, Hui Chen, Jiannian Yao and Yu Rao

Chemical Communications 2015 vol. 51(Issue 80) pp:14929-14932

Publication Date(Web):12 Aug 2015

DOI:10.1039/C5CC04952K

A novel palladium catalyzed hydroxylation of unactivated aliphatic C(sp3)–H bonds was successfully developed. Different from conventional methods, water serves as the hydroxyl group source in the reaction. This new reaction demonstrates good reactivity and broad functional group tolerance. The C–H hydroxylated products can be readily transformed into various highly valuable chemicals via known transformations. Based on experimental and theoretical studies, a mechanism involving the Pd(II)/(IV) pathway is proposed for this hydroxylation reaction.

Palladium-catalyzed unactivated β-methylene C(sp3)–H bond alkenylation of aliphatic amides and its application in a sequential C(sp3)–H/C(sp2)–H bond alkenylation

Co-reporter:Gang Shan, Guiyi Huang and Yu Rao

Organic & Biomolecular Chemistry 2015 vol. 13(Issue 3) pp:697-701

Publication Date(Web):13 Nov 2014

DOI:10.1039/C4OB02389G

A palladium(II)-catalyzed β-methylene C(sp3)–H bond alkenylation of acyclic aliphatic amides with alkenyl halides has been developed. Both (E)-olefins and (Z)-olefins can be readily accessed using this method and a possible (Z)/(E)-olefin isomerization pathway is proposed. A solvent effect-promoted sequential C(sp3)–H bond alkenylation and C(sp2)–H bond alkenylation was also studied, and can provide a convenient route to novel diene compounds.

3-Alkyloxycyclobutanones as Useful Synthons for Heterocycle and Carbocycle Synthesis

Co-reporter:Shi Chen;Gang Shan;Pengju Nie;Dr. Yu Rao

Asian Journal of Organic Chemistry 2015 Volume 4( Issue 1) pp:16-26

Publication Date(Web):

DOI:10.1002/ajoc.201402200

Abstract

Substituted 3-alkyloxycyclobutanones are highly valuable intermediates in organic synthesis, which demonstrate interesting and rich reactivity in different types of reactions due to the strain energy. Under Lewis acid catalysis, 3-alkyloxycyclobutanones can form zwitterionic intermediates and participate in a series of cycloaddition reactions as three- or four-carbon synthons. This Focus Review will mainly discuss formal [4+2], [3+2], and [3+3] annulations as well as other types of transformations with 3-alkyloxycyclobutanones.

Palladium-catalyzed ortho-selective CH bond chlorination of aromatic ketones

Co-reporter:Gang Shan, Gui-Yi Huang, Yu Rao, Hui Zhang

Chinese Chemical Letters 2015 Volume 26(Issue 10) pp:1236-1240

Publication Date(Web):October 2015

DOI:10.1016/j.cclet.2015.07.011

A palladium-catalyzed ortho-selective CH bond chlorination reaction for the preparation of 2-chloro aromatic ketones was described. Both electron-withdrawing and electron-donating groups on the aromatic rings are well tolerated under the optimized conditions. The 2-chloro aromatic ketones obtained by our method could be applied to synthesize the derivatives of 1H-indazole or benzo[d]isoxazole.A palladium-catalyzed ortho-selective CH bond chlorination reaction for the preparation of 2-chloro aromatic ketones was described. Both electron-withdrawing and electron-donating groups on the aromatic rings are well tolerated under the optimized conditions. The 2-chloro aromatic ketones obtained by our method could be applied to synthesize the derivatives of 1H-indazole or benzo[d]isoxazole.

Developing Pd(II) Catalyzed Double sp3 C–H Alkoxylation for Synthesis of Symmetric and Unsymmetric Acetals

Co-reporter:Yu Zong and Yu Rao

Organic Letters 2014 Volume 16(Issue 20) pp:5278-5281

Publication Date(Web):September 29, 2014

DOI:10.1021/ol502377x

An effective Pd(II) catalyzed double unactivated C(sp3)–H alkoxylation has been developed to prepare both symmetric and unsymmetric acetals. This new reaction demonstrates good functional group tolerance, excellent reactivity, and high yields. A variety of novel acetals can be readily accessed via this new method.

Room-temperature Pd-catalyzed C–H chlorination by weak coordination: one-pot synthesis of 2-chlorophenols with excellent regioselectivity

Co-reporter:Xiuyun Sun, Yonghui Sun, Chao Zhang and Yu Rao

Chemical Communications 2014 vol. 50(Issue 10) pp:1262-1264

Publication Date(Web):26 Nov 2013

DOI:10.1039/C3CC47431C

A room-temperature Pd(II)-catalyzed regioselective chlorination reaction has been developed for a facile one-pot synthesis of a broad range of 2-chlorophenols. The reaction demonstrates an excellent regioselectivity and reactivity for C–H chlorination. This reaction represents one of the rare examples of mild C–H functionalization at ambient temperature.

The synthesis of diarylsulfones with simple arenes and K2S2O8 through double C–S bond formation

Co-reporter:Yiqing Yang, Zhang Chen and Yu Rao

Chemical Communications 2014 vol. 50(Issue 95) pp:15037-15040

Publication Date(Web):10 Oct 2014

DOI:10.1039/C4CC05964F

An unprecedented double C–S bond formation method has been developed to prepare both symmetric and unsymmetric diarylsulfones with simple arenes in a single step. This represents the first example that K2S2O8 can be employed as a highly effective sulfonating agent to synthesize diarylsulfones. The reaction demonstrates excellent reactivity, good functional group tolerance and high yields.

A General Approach towards Catechol and Pyrogallol through Ruthenium- and Palladium-Catalyzed CH Hydroxylation by Weak Coordination

Co-reporter:Xinglin Yang;Yonghui Sun;Zhang Chen

Advanced Synthesis & Catalysis 2014 Volume 356( Issue 7) pp:1625-1630

Publication Date(Web):

DOI:10.1002/adsc.201300999

A gram-scale synthesis of multi-substituted arenes via palladium catalyzed CH halogenation

Co-reporter:Xiu-Yun Sun, Yong-Hui Sun, Yu Rao

Chinese Chemical Letters 2014 Volume 25(Issue 5) pp:667-669

Publication Date(Web):May 2014

DOI:10.1016/j.cclet.2014.03.021

(6-Amino-2-chloro-3-fluorophenyl)methanol is prepared through both traditional methods and palladium catalyzed iterative CH halogenation reactions. In comparison to traditional approach, the CH functionalization strategy demonstrated a few advantages including milder reaction conditions, higher yields, better selectivity and practicality, and high chemical diversity.(6-Amino-2-chloro-3-fluorophenyl)methanol is prepared through both traditional methods and palladium catalyzed iterative CH halogenation reactions. In comparison to traditional approach, a few advantages of the CH activation strategy have been summarized.

Synthesis of Indazoles and Azaindazoles by Intramolecular Aerobic Oxidative CN Coupling under Transition-Metal-Free Conditions

Co-reporter:Jiantao Hu;Huacheng Xu;Pengju Nie;Xiaobo Xie;Dr. Zongxiu Nie;Dr. Yu Rao

Chemistry - A European Journal 2014 Volume 20( Issue 14) pp:3932-3938

Publication Date(Web):

DOI:10.1002/chem.201304923

Abstract

A transition-metal-free oxidative CN coupling method has been developed for the synthesis of 1H-azaindazoles and 1H-indazoles from easily accessible hydrazones. The procedure uses TEMPO, a basic additive, and dioxygen gas as the terminal oxidant. This reaction demonstrates better reactivity, functional group tolerance, and broader scope than comparable metal catalyzed reactions.

Some recent advances in transition-metal-catalyzed ortho SP2 C-H functionalization using Ru, Rh, and Pd

Co-reporter:Yu Rao;Gang Shan;XingLin Yang

Science China Chemistry 2014 Volume 57( Issue 7) pp:930-944

Publication Date(Web):2014 July

DOI:10.1007/s11426-014-5130-y

In the past decade, transition-metal-catalyzed C-H functionalization by weak coordination has emerged as a practical and powerful tool to access many valuable chemicals. Two classes of weakly coordinating directing groups, commonly occurring functional groups, and easily removable auxiliaries, have been found to be efficient and practical for C-H activation reactions. This mini-review contains examples of recent research advances on transition-metal-catalyzed SP2 C-H functionalization via weak coordination, using Ru, Rh, and Pd. A number of weakly coordinating functional groups (e.g., ketone, ester, carbamate, tertiary amide, ether, thioether, alcohol, and some others) are covered. As the field of transition-metal-catalyzed C-H functionalization continues to develop and more synthetically useful chemo-, regio-, and enantioselective reactions catalyzed by transition metal via weak coordination are discovered, this promising and attractive strategy will play a more important role in modern organic synthesis.

Synthesis of 2-Aminophenols and Heterocycles by Ru-Catalyzed C–H Mono- and Dihydroxylation

Co-reporter:Xinglin Yang, Gang Shan, and Yu Rao

Organic Letters 2013 Volume 15(Issue 10) pp:2334-2337

Publication Date(Web):April 26, 2013

DOI:10.1021/ol400437a

A novel and efficient synthesis of 2-aminophenols, 2-aminobenzene-1,3-diols, and heterocycles through Ru-catalyzed C–H mono- and dihydroxylation of anilides has been developed with a new directing group strategy. The reaction demonstrates excellent reactivity, regioselectivity, good functional group tolerance, and high yields.

Broadening the catalyst and reaction scope of regio- and chemoselective C–H oxygenation: a convenient and scalable approach to 2-acylphenols by intriguing Rh(II) and Ru(II) catalysis

Co-reporter:Gang Shan, Xuesong Han, Yun Lin, Shanyou Yu and Yu Rao

Organic & Biomolecular Chemistry 2013 vol. 11(Issue 14) pp:2318-2322

Publication Date(Web):11 Feb 2013

DOI:10.1039/C3OB27457H

A unique Rh(II) and Ru(II) catalyzed C–H oxygenation of aryl ketones and other arenes has been developed for the facile synthesis of diverse functionalized phenols. The reaction demonstrates excellent reactivity, regio- and chemoselectivity, good functional group compatibility and high yields. The practicality of this method has been proved by gram-scale synthesis of a few different 2-acylphenols. Its utility has been well exemplified in further applications in heterocycle synthesis and direct modifications of drug Fenofibrate.

Regio- and Chemoselective CH Chlorination/Bromination of Electron-Deficient Arenes by Weak Coordination and Study of Relative Directing-Group Abilities

Co-reporter:Xiuyun Sun;Gang Shan;Yonghui Sun ;Dr. Yu Rao

Angewandte Chemie International Edition 2013 Volume 52( Issue 16) pp:4440-4444

Publication Date(Web):

DOI:10.1002/anie.201300176

An Efficient Palladium-Catalyzed CH Alkoxylation of Unactivated Methylene and Methyl Groups with Cyclic Hypervalent Iodine (I3+) Oxidants

Co-reporter:Gang Shan;Xinglin Yang;Yu Zong ;Dr. Yu Rao

Angewandte Chemie International Edition 2013 Volume 52( Issue 51) pp:13606-13610

Publication Date(Web):

DOI:10.1002/anie.201307090

Regio- and Chemoselective CH Chlorination/Bromination of Electron-Deficient Arenes by Weak Coordination and Study of Relative Directing-Group Abilities

Co-reporter:Xiuyun Sun;Gang Shan;Yonghui Sun ;Dr. Yu Rao

Angewandte Chemie 2013 Volume 125( Issue 16) pp:4536-4540

Publication Date(Web):

DOI:10.1002/ange.201300176

An Efficient Palladium-Catalyzed CH Alkoxylation of Unactivated Methylene and Methyl Groups with Cyclic Hypervalent Iodine (I3+) Oxidants

Co-reporter:Gang Shan;Xinglin Yang;Yu Zong ;Dr. Yu Rao

Angewandte Chemie 2013 Volume 125( Issue 51) pp:13851-13855

Publication Date(Web):

DOI:10.1002/ange.201307090

Ruthenium(II)-Catalyzed Synthesis of Hydroxylated Arenes with Ester as an Effective Directing Group

Co-reporter:Yiqing Yang, Yun Lin, and Yu Rao

Organic Letters 2012 Volume 14(Issue 11) pp:2874-2877

Publication Date(Web):May 14, 2012

DOI:10.1021/ol301104n

An unprecedented Ru(II) catalyzed ortho-hydroxylation has been developed for the facile synthesis of a variety of multifunctionalized arenes from easily accessible ethyl benzoates with ester as an efficient directing group. Both the TFA/TFAA cosolvent system and oxidants serve as the critical success factors in this transformation. The reaction demonstrates excellent reactivity, good functional group tolerance, and high yields.

A new practical approach towards the synthesis of unsymmetric and symmetric 1,10-phenanthroline derivatives at room temperature

Co-reporter:Yongfeng Cheng, Xuesong Han, Huangche Ouyang and Yu Rao

Chemical Communications 2012 vol. 48(Issue 23) pp:2906-2908

Publication Date(Web):20 Jan 2012

DOI:10.1039/C2CC17208A

An efficient method towards synthesis of 1,10-phenanthrolines is described. Through Lewis acid-catalyzed annulation reaction between 3-ethoxycyclobutanones and 8-aminoquinolines, a variety of unsymmetric and symmetric 1,10-phenanthroline derivatives were readily prepared with high regioselectivity at room temperature.

Synthesis of Tri- and Tetrasubstituted Pyrazoles via Ru(II) Catalysis: Intramolecular Aerobic Oxidative C–N Coupling

Co-reporter:Jiantao Hu, Shi Chen, Yonghui Sun, Jing Yang, and Yu Rao

Organic Letters 2012 Volume 14(Issue 19) pp:5030-5033

Publication Date(Web):September 18, 2012

DOI:10.1021/ol3022353

An unprecedented ruthenium(II)-catalyzed intramolecular oxidative C–N coupling method has been developed for the facile synthesis of a variety of synthetically challenging tri- and tetrasubstituted pyrazoles. Dioxygen gas is employed as the oxidant in this transformation. The reaction demonstrates excellent reactivity, functional group tolerance, and high yields.

A new regio- and stereoselective synthesis of β-enamino ketones with 3-ethoxycyclobutanones and substituted amines

Co-reporter:Pengfei Liu, Gang Shan, Shi Chen, Yu Rao

Tetrahedron Letters 2012 Volume 53(Issue 8) pp:936-939

Publication Date(Web):22 February 2012

DOI:10.1016/j.tetlet.2011.12.040

A new method toward regio- and stereoselective synthesis of β-enamino ketones is described. Through Lewis acid-catalyzed reactions between 3-ethoxycyclobutanones and substituted amines, a variety of cis and trans β-enamino ketone derivatives were prepared with complete regio- and stereoselectivity at room temperature.A new method toward regio- and stereoselective synthesis of β-enamino ketones is described. Through Lewis acid-catalyzed reactions between 3-ethoxycyclobutanones and substituted amines, a variety of cis and trans β-enamino ketone derivatives were prepared with complete regio- and stereoselectivity at room temperature.

Pd-Catalyzed CH Oxygenation with TFA/TFAA: Expedient Access to Oxygen-Containing Heterocycles and Late-Stage Drug Modification

Co-reporter:Gang Shan;Xinglin Yang;Linlin Ma ;Dr. Yu Rao

Angewandte Chemie International Edition 2012 Volume 51( Issue 52) pp:13070-13074

Publication Date(Web):

DOI:10.1002/anie.201207458

Pd-Catalyzed CH Oxygenation with TFA/TFAA: Expedient Access to Oxygen-Containing Heterocycles and Late-Stage Drug Modification

Co-reporter:Gang Shan;Xinglin Yang;Linlin Ma ;Dr. Yu Rao

Angewandte Chemie 2012 Volume 124( Issue 52) pp:13247-13251

Publication Date(Web):

DOI:10.1002/ange.201207458

A New Synthesis of Pyrazoles through a Lewis Acid Catalyzed Union of 3-Ethoxycyclobutanones with Monosubstituted Hydrazines

Co-reporter:Gang Shan, Pengfei Liu, and Yu Rao

Organic Letters 2011 Volume 13(Issue 7) pp:1746-1749

Publication Date(Web):March 7, 2011

DOI:10.1021/ol2002682

A new efficient and convenient approach toward the synthesis of pyrazoles is described. Through a Lewis acid catalyzed union of 3-ethoxycyclobutanones with monosubstituted hydrazines, a variety of pyrazole derivatives were prepared readily at ambient temperature with complete regioselectivity.

A general and efficient approach to 2H-indazoles and 1H-pyrazoles through copper-catalyzed intramolecular N–N bond formation under mild conditions

Co-reporter:Jiantao Hu, Yongfeng Cheng, Yiqing Yang and Yu Rao

Chemical Communications 2011 vol. 47(Issue 36) pp:10133-10135

Publication Date(Web):09 Aug 2011

DOI:10.1039/C1CC13908H

A new efficient copper-catalyzed intramolecular amination reaction has been developed to readily synthesise a wide variety of multi-substituted 2H-indazole and 1H-pyrazole derivatives from easily accessible starting materials under mild conditions. A highly selective ligand for estrogen receptor β was prepared in three steps by employing this method.

A general and efficient approach to 2H-indazoles and 1H-pyrazoles through copper-catalyzed intramolecular N–N bond formation under mild conditions

Co-reporter:Jiantao Hu, Yongfeng Cheng, Yiqing Yang and Yu Rao

Chemical Communications 2011 - vol. 47(Issue 36) pp:NaN10135-10135

Publication Date(Web):2011/08/09

DOI:10.1039/C1CC13908H

Room-temperature Pd-catalyzed C–H chlorination by weak coordination: one-pot synthesis of 2-chlorophenols with excellent regioselectivity

Co-reporter:Xiuyun Sun, Yonghui Sun, Chao Zhang and Yu Rao

Chemical Communications 2014 - vol. 50(Issue 10) pp:NaN1264-1264

Publication Date(Web):2013/11/26

DOI:10.1039/C3CC47431C

Palladium-catalyzed unactivated β-methylene C(sp3)–H bond alkenylation of aliphatic amides and its application in a sequential C(sp3)–H/C(sp2)–H bond alkenylation

Co-reporter:Gang Shan, Guiyi Huang and Yu Rao

Organic & Biomolecular Chemistry 2015 - vol. 13(Issue 3) pp:NaN701-701

Publication Date(Web):2014/11/13

DOI:10.1039/C4OB02389G

A diversity-oriented synthesis of bioactive benzanilides via a regioselective C(sp2)–H hydroxylation strategy

Co-reporter:Yong-Hui Sun, Tian-Yu Sun, Yun-Dong Wu, Xinhao Zhang and Yu Rao

Chemical Science (2010-Present) 2016 - vol. 7(Issue 3) pp:NaN2238-2238

Publication Date(Web):2015/12/03

DOI:10.1039/C5SC03905C

A new practical approach towards the synthesis of unsymmetric and symmetric 1,10-phenanthroline derivatives at room temperature

Co-reporter:Yongfeng Cheng, Xuesong Han, Huangche Ouyang and Yu Rao

Chemical Communications 2012 - vol. 48(Issue 23) pp:NaN2908-2908

Publication Date(Web):2012/01/20

DOI:10.1039/C2CC17208A

The synthesis of diarylsulfones with simple arenes and K2S2O8 through double C–S bond formation

Co-reporter:Yiqing Yang, Zhang Chen and Yu Rao

Chemical Communications 2014 - vol. 50(Issue 95) pp:NaN15040-15040

Publication Date(Web):2014/10/10

DOI:10.1039/C4CC05964F

Unactivated C(sp3)–H hydroxylation through palladium catalysis with H2O as the oxygen source

Co-reporter:Jiantao Hu, Tianlong Lan, Yihua Sun, Hui Chen, Jiannian Yao and Yu Rao

Chemical Communications 2015 - vol. 51(Issue 80) pp:NaN14932-14932

Publication Date(Web):2015/08/12

DOI:10.1039/C5CC04952K

Pd(II) catalyzed ortho C–H iodination of phenylcarbamates at room temperature using cyclic hypervalent iodine reagents

Co-reporter:Xiuyun Sun, Xia Yao, Chao Zhang and Yu Rao

Chemical Communications 2015 - vol. 51(Issue 49) pp:NaN10017-10017

Publication Date(Web):2015/05/11

DOI:10.1039/C5CC02533H

Auxiliary-assisted palladium-catalyzed halogenation of unactivated C(sp3)–H bonds at room temperature

Co-reporter:Xinglin Yang, Yonghui Sun, Tian-yu Sun and Yu Rao

Chemical Communications 2016 - vol. 52(Issue 38) pp:NaN6426-6426

Publication Date(Web):2016/04/07

DOI:10.1039/C6CC00234J

Broadening the catalyst and reaction scope of regio- and chemoselective C–H oxygenation: a convenient and scalable approach to 2-acylphenols by intriguing Rh(II) and Ru(II) catalysis

Co-reporter:Gang Shan, Xuesong Han, Yun Lin, Shanyou Yu and Yu Rao

Organic & Biomolecular Chemistry 2013 - vol. 11(Issue 14) pp:NaN2322-2322

Publication Date(Web):2013/02/11

DOI:10.1039/C3OB27457H

Synthesis of diverse heterocycles via one-pot cascade cross-dehydrogenative-coupling (CDC)/cyclization reaction

Co-reporter:Chao Zhang, Tianlei Li, Liguo Wang and Yu Rao

Inorganic Chemistry Frontiers 2017 - vol. 4(Issue 3) pp:

Publication Date(Web):

DOI:10.1039/C6QO00522E

One-pot synthesis of quaternary carbon centered cyclobutanes via Pd(II)-catalyzed cascade C(sp3)–H activations

Co-reporter:Xinglin Yang, Gang Shan, Zimo Yang, Guiyi Huang, Guoqiang Dong, Chunquan Sheng and Yu Rao

Chemical Communications 2017 - vol. 53(Issue 9) pp:NaN1537-1537

Publication Date(Web):2017/01/04

DOI:10.1039/C6CC06897A

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Benzenesulfonamide, 4-bromo-N-8-quinolinyl-

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