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Chaorong Qi

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Name: 戚朝荣; Qi, ChaoRong
Organization: South China University of Technology , China
Department: School of Chemistry and Chemical Engineering
Title: Associate Professor(PhD)
nBu4NI-catalyzed oxidative cross-coupling of carbon dioxide, amines, and aryl ketones: access to O-β-oxoalkyl carbamates
Co-reporter:Youbin Peng;Juan Liu;Gaoqing Yuan;Jiawei Li;Huanfeng Jiang
Chemical Communications 2017 vol. 53(Issue 18) pp:2665-2668
Publication Date(Web):2017/02/28
DOI:10.1039/C6CC09762F
The first nBu4NI-catalyzed oxidative cross-coupling reaction of carbon dioxide, amines and arylketones has been successfully developed by using TBHP as the oxidant, providing an efficient, atom-economical and metal-free strategy for the synthesis of a range of O-β-oxoalkyl carbamates.
Copper-mediated C–H cyanation of (hetero)arenes with ethyl (ethoxymethylene)cyanoacetate as a cyanating agent
Co-reporter:Chaorong Qi;Xiaohan Hu;Huanfeng Jiang
Chemical Communications 2017 vol. 53(Issue 57) pp:7994-7997
Publication Date(Web):2017/07/13
DOI:10.1039/C7CC03384B
A copper-mediated direct C–H cyanation of (hetero)arenes with ethyl (ethoxymethylene)cyanoacetate as a safe cyanating agent has been successfully developed by using molecular oxygen as the oxidant. The reaction tolerates a variety of functional groups and provides a facile and efficient method for the synthesis of a wide range of (hetero)aryl nitriles.
A copper-catalyzed oxidative coupling reaction of arylboronic acids, amines and carbon dioxide using molecular oxygen as the oxidant
Co-reporter:Wenfang Xiong;Tianzuo Guo;Min Zhang;Kai Chen;Huanfeng Jiang
Green Chemistry (1999-Present) 2017 vol. 19(Issue 7) pp:1642-1646
Publication Date(Web):2017/04/03
DOI:10.1039/C6GC03465A
A Cu-catalyzed oxidative coupling reaction of arylboronic acids, amines and carbon dioxide is described for the first time in this paper. The reaction tolerates a wide range of functional groups, providing a convenient protocol for the synthesis of various O-aryl carbamates. The successful development of the transformation was enabled by the use of BF3·OEt2 as the promoter and molecular oxygen as the oxidant. Mechanistic studies suggested that the CuII carbamato complex is involved in the catalytic transformation.
Base-Promoted Formal [4 + 3] Annulation between 2-Fluorophenylacetylenes and Ketones: A Route to Benzoxepines
Co-reporter:Lu Ouyang, Chaorong Qi, Haitao He, Youbin Peng, Wenfang Xiong, Yanwei Ren, and Huanfeng Jiang
The Journal of Organic Chemistry 2016 Volume 81(Issue 3) pp:912-919
Publication Date(Web):January 7, 2016
DOI:10.1021/acs.joc.5b02487
The first base-promoted formal [4 + 3] annulation between 2-fluorophenylacetylenes and ketones has been disclosed. The reaction proceeds through a tandem α-vinylation of ketones followed by an intramolecular nucleophilic aromatic substitution (SNAr) reaction of the in situ generated β,γ-unsaturated ketone intermediates, providing a straightforward access to a wide range of functionalized benzoxepines in moderate to high yields. The transition-metal-free methodology featured a wide substrate scope, the use of easily available starting materials, and a high functional group tolerance.
Copper-Promoted Coupling of Carbon Dioxide and Propargylic Alcohols: Expansion of Substrate Scope and Trapping of Vinyl Copper Intermediate
Co-reporter:Lu Ouyang;Xiaodong Tang;Haitao He;Wenfang Xiong;Yanwei Ren ;Huanfeng Jiang
Advanced Synthesis & Catalysis 2015 Volume 357( Issue 11) pp:2556-2565
Publication Date(Web):
DOI:10.1002/adsc.201500088
Base-Promoted Coupling of Carbon Dioxide, Amines, and N-Tosylhydrazones: A Novel and Versatile Approach to Carbamates
Co-reporter:Wenfang Xiong;Dr. Chaorong Qi;Haitao He;Lu Ouyang;Dr. Min Zhang ;Dr. Huanfeng Jiang
Angewandte Chemie International Edition 2015 Volume 54( Issue 10) pp:3084-3087
Publication Date(Web):
DOI:10.1002/anie.201410605

Abstract

A base-promoted three-component coupling of carbon dioxide, amines, and N-tosylhydrazones has been developed. The reaction is suggested to proceed via a carbocation intermediate and constitutes an efficient and versatile approach for the synthesis of a wide range of organic carbamates. The advantages of this method include the use of readily available substrates, excellent functional group tolerance, wide substrate scope, and a facile work-up procedure.

Base-Promoted Coupling of Carbon Dioxide, Amines, and Diaryliodonium Salts: A Phosgene- and Metal-Free Route to O-Aryl Carbamates
Co-reporter:Wenfang Xiong;Dr. Chaorong Qi;Youbin Peng;Tianzuo Guo;Dr. Min Zhang ;Dr. Huanfeng Jiang
Chemistry - A European Journal 2015 Volume 21( Issue 41) pp:14314-14318
Publication Date(Web):
DOI:10.1002/chem.201502689

Abstract

A phosgene- and metal-free synthesis of O-aryl carbamates is realized through a three-component coupling of carbon dioxide, amines and diaryliodonium salts. The reaction only requires a base as the promoter, providing access to a diverse array of O-aryl carbamates in moderate to high yields with excellent chemoselectivity.

Copper-Catalyzed [4 + 1] Annulation between α-Hydroxy Ketones and Nitriles: An Approach to Highly Substituted 3(2H)-Furanones
Co-reporter:Haitao He, Chaorong Qi, Xiaohan Hu, Lu Ouyang, Wenfang Xiong, and Huanfeng Jiang
The Journal of Organic Chemistry 2015 Volume 80(Issue 10) pp:4957-4965
Publication Date(Web):April 16, 2015
DOI:10.1021/acs.joc.5b00356
A copper-catalyzed [4 + 1] annulation between α-hydroxy ketones and nitriles has been developed. The reaction provides a facile and efficient method for the construction of a wide range of highly substituted 3(2H)-furanones, a class of important compounds known to be associated with several biological activities.
Base-Promoted Coupling of Carbon Dioxide, Amines, and N-Tosylhydrazones: A Novel and Versatile Approach to Carbamates
Co-reporter:Wenfang Xiong;Dr. Chaorong Qi;Haitao He;Lu Ouyang;Dr. Min Zhang ;Dr. Huanfeng Jiang
Angewandte Chemie 2015 Volume 127( Issue 10) pp:3127-3130
Publication Date(Web):
DOI:10.1002/ange.201410605

Abstract

A base-promoted three-component coupling of carbon dioxide, amines, and N-tosylhydrazones has been developed. The reaction is suggested to proceed via a carbocation intermediate and constitutes an efficient and versatile approach for the synthesis of a wide range of organic carbamates. The advantages of this method include the use of readily available substrates, excellent functional group tolerance, wide substrate scope, and a facile work-up procedure.

Efficient synthesis of tertiary α-hydroxy ketones through CO2-promoted regioselective hydration of propargylic alcohols
Co-reporter:Haitao He, Chaorong Qi, Xiaohan Hu, Yuqi Guan and Huanfeng Jiang  
Green Chemistry 2014 vol. 16(Issue 8) pp:3729-3733
Publication Date(Web):05 Jun 2014
DOI:10.1039/C4GC00522H
A carbon dioxide-promoted and silver acetate-catalyzed hydration of propargylic alcohols for the efficient synthesis of tertiary α-hydroxy ketones has been developed. The reaction is proposed to proceed via a tandem process of carbon dioxide incorporation into propargylic alcohols and subsequent hydrolysis.
Base-promoted annulation of α-hydroxy ketones and dimethyl but-2-ynedioate: straightforward access to pyrano[4,3-a]quinolizine-1,4,6(2H)-triones and 2H-pyran-2,5(6H)-diones
Co-reporter:Haitao He, Chaorong Qi, Yanglu Ou, Wenfang Xiong, Xiaohan Hu, Yanwei Ren and Huanfeng Jiang  
Organic & Biomolecular Chemistry 2014 vol. 12(Issue 41) pp:8128-8131
Publication Date(Web):04 Sep 2014
DOI:10.1039/C4OB01858C
A novel and efficient cascade annulation of tertiary α-hydroxy ketones and dimethyl but-2-ynedioate is reported. The reaction, which only requires a base as the promoter, provides a straightforward access to polysubstituted pyrano[4,3-a]quinolizine-1,4,6(2H)-triones and 2H-pyran-2,5(6H)-diones under very mild reaction conditions.
Polystyrene-Supported N-Heterocyclic CarbeneSilver Complexes as Robust and Efficient Catalysts for the Reaction of Carbon Dioxide and Propargylic Alcohols
Co-reporter:Xiaodong Tang;Haitao He;Huanfeng Jiang;Yanwei Ren ;Gaoqing Yuan
Advanced Synthesis & Catalysis 2013 Volume 355( Issue 10) pp:2019-2028
Publication Date(Web):
DOI:10.1002/adsc.201300007
nBu4NI-catalyzed oxidative cross-coupling of carbon dioxide, amines, and aryl ketones: access to O-β-oxoalkyl carbamates
Co-reporter:Youbin Peng, Juan Liu, Chaorong Qi, Gaoqing Yuan, Jiawei Li and Huanfeng Jiang
Chemical Communications 2017 - vol. 53(Issue 18) pp:NaN2668-2668
Publication Date(Web):2017/01/13
DOI:10.1039/C6CC09762F
The first nBu4NI-catalyzed oxidative cross-coupling reaction of carbon dioxide, amines and arylketones has been successfully developed by using TBHP as the oxidant, providing an efficient, atom-economical and metal-free strategy for the synthesis of a range of O-β-oxoalkyl carbamates.
Base-promoted annulation of α-hydroxy ketones and dimethyl but-2-ynedioate: straightforward access to pyrano[4,3-a]quinolizine-1,4,6(2H)-triones and 2H-pyran-2,5(6H)-diones
Co-reporter:Haitao He, Chaorong Qi, Yanglu Ou, Wenfang Xiong, Xiaohan Hu, Yanwei Ren and Huanfeng Jiang
Organic & Biomolecular Chemistry 2014 - vol. 12(Issue 41) pp:NaN8131-8131
Publication Date(Web):2014/09/04
DOI:10.1039/C4OB01858C
A novel and efficient cascade annulation of tertiary α-hydroxy ketones and dimethyl but-2-ynedioate is reported. The reaction, which only requires a base as the promoter, provides a straightforward access to polysubstituted pyrano[4,3-a]quinolizine-1,4,6(2H)-triones and 2H-pyran-2,5(6H)-diones under very mild reaction conditions.
Copper-mediated C–H cyanation of (hetero)arenes with ethyl (ethoxymethylene)cyanoacetate as a cyanating agent
Co-reporter:Chaorong Qi, Xiaohan Hu and Huanfeng Jiang
Chemical Communications 2017 - vol. 53(Issue 57) pp:NaN7997-7997
Publication Date(Web):2017/06/06
DOI:10.1039/C7CC03384B
A copper-mediated direct C–H cyanation of (hetero)arenes with ethyl (ethoxymethylene)cyanoacetate as a safe cyanating agent has been successfully developed by using molecular oxygen as the oxidant. The reaction tolerates a variety of functional groups and provides a facile and efficient method for the synthesis of a wide range of (hetero)aryl nitriles.
CAS:1245824-30-9
Ethanone, 2-(2,2-diphenylcyclopropyl)-1-phenyl-
Ethanone, 2-(2,2-diphenylcyclopropyl)-1-phenyl-
CAS:762273-27-8
Ethanone, 2-(2,2-diphenylcyclopropyl)-1-phenyl-
CARBAMIC ACID, DIETHYL-, 3-(4-MORPHOLINYL)PHENYL ESTER
CARBAMIC ACID, DIETHYL-, 3-(4-MORPHOLINYL)PHENYL ESTER
CAS:404010-63-5
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Carbamic acid, bis(1-methylethyl)-, phenyl ester
Carbamic acid, bis(1-methylethyl)-, phenyl ester
CAS:142075-48-7
Carbamic acid, bis(1-methylethyl)-, phenyl ester
Carbamic acid, diethyl-, [1,1'-biphenyl]-2-yl ester
Carbamic acid, diethyl-, [1,1'-biphenyl]-2-yl ester
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Carbamic acid, diethyl-, [1,1'-biphenyl]-2-yl ester
Carbamic acid, diethyl-, [1,1'-biphenyl]-4-yl ester
Carbamic acid, diethyl-, [1,1'-biphenyl]-4-yl ester
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Carbamic acid, diethyl-, [1,1'-biphenyl]-4-yl ester
Phenyl N-benzyl-n-methylcarbamodithioate
Phenyl N-benzyl-n-methylcarbamodithioate
CAS:109720-09-4
Phenyl N-benzyl-n-methylcarbamodithioate
Carbamic acid, diethyl-, 4-pyridinyl ester
Carbamic acid, diethyl-, 4-pyridinyl ester
CAS:98976-69-3
Carbamic acid, diethyl-, 4-pyridinyl ester
CARBAMIC ACID, DIETHYL-, 1-NAPHTHALENYL ESTER
CARBAMIC ACID, DIETHYL-, 1-NAPHTHALENYL ESTER
CAS:85630-39-3
CARBAMIC ACID, DIETHYL-, 1-NAPHTHALENYL ESTER
(4-methoxyphenyl) N,N-diethylcarbamate
(4-methoxyphenyl) N,N-diethylcarbamate
CAS:85630-18-8
(4-methoxyphenyl) N,N-diethylcarbamate