Jin-Hong Lin

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Name: 林锦鸿; Lin, JinHong
Organization: Chinese Academy of Sciences , China
Department: Shanghai Institute of Organic Chemistry
Title: Associate Researcher(PhD)

TOPICS

Co-reporter:Qiu-xia Huang, Qu-tong Zheng, Yaya Duan, Jin-Hong Lin, Ji-Chang Xiao, and Xing Zheng
The Journal of Organic Chemistry August 4, 2017 Volume 82(Issue 15) pp:8273-8273
Publication Date(Web):July 7, 2017
DOI:10.1021/acs.joc.7b01261
The highly diastereoselective synthesis of CF3-containing vicinal diamines by a convenient two-step procedure without the need to isolate the intermediate products is described.
Co-reporter:Xian-Liang Zeng, Zu-Yong Deng, Can Liu, Gang Zhao, Jin-Hong Lin, Xing Zheng, Ji-Chang Xiao
Journal of Fluorine Chemistry 2017 Volume 193() pp:17-23
Publication Date(Web):January 2017
DOI:10.1016/j.jfluchem.2016.11.012
•A fluorinated substituent on the positive phosphorus in phosphonium salt [Ph3P+CF(Me)CO2Et Br−] was found to be able to act as a nucleophile.•An efficient nucleophilic monofluoroalkylation agent was developed.•The nucleophilic monofluoroalkylation reaction can be applied to aldehydes, ketone and imine.A fluorinated substituent on the positive phosphorus in phosphonium salt [Ph3P+CF(Me)CO2Et Br−] was found to be able to act as a nucleophile to realize monofluoroalkylation of aldehydes, ketones and imines.The monofluoroalkylation of carbonyls and imines is described to give the α-fluoro-β-hydroxy esters and α-fluoro −β-amino esters, respectively.
Co-reporter:Yaya Duan;Ji-Chang Xiao;Yu-Cheng Gu
Organic Chemistry Frontiers 2017 vol. 4(Issue 10) pp:1917-1920
Publication Date(Web):2017/09/26
DOI:10.1039/C7QO00430C
The Fe-catalyzed insertion of fluoromethylcarbenes including trifluoromethylcarbene and difluoromethylcarbene generated in situ from sulfonium salts (Ph2S+CH2CF3−OTf and Ph2S+CH2CF2H −OTf) into X–H (X = Si, C and P) bonds is described. The insertion of both carbenes into the Si–H bond occurred smoothly, and trifluoromethylcarbene could also insert into C–H and P–H bonds.
Co-reporter:Jiao Yu;Dr. Jin-Hong Lin; Ji-Chang Xiao
Angewandte Chemie 2017 Volume 129(Issue 52) pp:16896-16900
Publication Date(Web):2017/12/22
DOI:10.1002/ange.201710186
AbstractThe reaction of thiocarbonyl fluoride, generated from difluorocarbene, with various amines under mild conditions is described. Secondary amines, primary amines, and o-phenylenediamines are converted to thiocarbamoyl fluorides, isothiocyanates, and difluoromethylthiolated heterocycles, respectively. Thiocarbamoyl fluorides were further transformed into trifluoromethylated amines by using a one-pot process. Thiocarbonyl fluoride is generated in situ and is rapidly fully converted in one pot under mild conditions; therefore, no special safety precautions are needed.
Co-reporter:Jiao Yu;Dr. Jin-Hong Lin; Ji-Chang Xiao
Angewandte Chemie International Edition 2017 Volume 56(Issue 52) pp:16669-16673
Publication Date(Web):2017/12/22
DOI:10.1002/anie.201710186
AbstractThe reaction of thiocarbonyl fluoride, generated from difluorocarbene, with various amines under mild conditions is described. Secondary amines, primary amines, and o-phenylenediamines are converted to thiocarbamoyl fluorides, isothiocyanates, and difluoromethylthiolated heterocycles, respectively. Thiocarbamoyl fluorides were further transformed into trifluoromethylated amines by using a one-pot process. Thiocarbonyl fluoride is generated in situ and is rapidly fully converted in one pot under mild conditions; therefore, no special safety precautions are needed.
Co-reporter:Yaya Duan;Ji-Chang Xiao;Yu-Cheng Gu
Chemical Communications 2017 vol. 53(Issue 27) pp:3870-3873
Publication Date(Web):2017/03/30
DOI:10.1039/C7CC01636K
Difluoroethylsulfonium salt, Ph2S+CH2CF2H OTf−, was developed into a convenient difluoromethylcarbene reagent for the iron-catalyzed cyclopropanation of terminal olefins, giving various difluoromethyl–cyclopropanes with excellent diastereoselectivities and in high yields.
Co-reporter:Yun-Long Ji, Jia-Jia Luo, Jin-Hong Lin, Ji-Chang Xiao, and Yu-Cheng Gu
Organic Letters 2016 Volume 18(Issue 5) pp:1000-1003
Publication Date(Web):February 17, 2016
DOI:10.1021/acs.orglett.6b00120
A new method has been developed for the Cu-catalyzed C–H trifluoromethylation of 3-arylprop-1-ynes for the selective construction of allenic Csp2–CF3 and propargyl Csp3–CF3 bonds. The selective formation of allenic Csp2–CF3 and propargyl Csp3–CF3 bonds can be controlled by modifying the reaction conditions.
Co-reporter:Yaya Duan, Jin-Hong Lin, Ji-Chang Xiao, and Yu-Cheng Gu
Organic Letters 2016 Volume 18(Issue 10) pp:2471-2474
Publication Date(Web):May 12, 2016
DOI:10.1021/acs.orglett.6b01042
The trifluoromethylcarbene (:CHCF3) was found to be conveniently generated from (2,2,2-trifluoroethyl)diphenyl-sulfonium triflate (Ph2S+CH2CF3 –OTf), which was successfully applied in Fe-catalyzed cyclopropanation of olefins, giving the corresponding trifluoromethylated cyclopropanes in high yields.
Co-reporter:Yun Wei;Liuying Yu;Jinhong Lin;Xing Zheng;Jichang Xiao
Chinese Journal of Chemistry 2016 Volume 34( Issue 5) pp:481-484
Publication Date(Web):
DOI:10.1002/cjoc.201500543

Abstract

DBU-promoted trifluoromethylation of aryl iodides with difluoromethyltriphenylphosphonium bromide (DFPB) in the presence of copper source is described. In this transformation, DBU not only acts as base to deprotonate the difluoromethyl group in DFPB to generate difluoromethylene phosphonium ylide Ph3P+CF2, but also converts the difluorocarbene generated from ylide Ph3P+CF2 into trifluoromethyl anion, finally resulting in the trifluoromethylation of aryl iodides. The reactions proceeded smoothly to afford expected products in moderate to good yields.

Co-reporter:Can Liu, Xiao-Yun Deng, Xian-Liang Zeng, Gang Zhao, Jin-Hong Lin, Hongqing Wang, Ji-Chang Xiao
Journal of Fluorine Chemistry 2016 Volume 192(Part A) pp:27-30
Publication Date(Web):December 2016
DOI:10.1016/j.jfluchem.2016.10.011
•Under mild conditions, O-difluoromethylation of 1,3-diones with difluorocarbene occurred smoothly.•No base or additive was required for this transformation.•The conversion gave difluoromethyl enol ethers as products, which may act as valuable intermediates for further transformations.The base-free O-difluoromethylation of 1,3-diones with difluorocarbene generated from difluoromethylene phosphobetaine (Ph3P+CF2CO2−) is described. The convenient reactions proceeded smoothly to give difluoromethyl enol ethers in moderate to good yields.
Co-reporter:Zuyong Deng, Can Liu, Xian-Liang Zeng, Jin-Hong LinJi-Chang Xiao
The Journal of Organic Chemistry 2016 Volume 81(Issue 24) pp:12084-12090
Publication Date(Web):December 3, 2016
DOI:10.1021/acs.joc.6b02723
The fluorinated phosphonium salt (Ph3P+CF2CH3 BF4–) was shown to act as a nucleophilic 1,1-difluoroethylation agent to enable difluoroethylation of aldehydes and imines.
Co-reporter:Yun-Long Ji, Jun-Jie Kong, Jin-Hong Lin, Ji-Chang Xiao and Yu-Cheng Gu  
Organic & Biomolecular Chemistry 2014 vol. 12(Issue 18) pp:2903-2906
Publication Date(Web):18 Feb 2014
DOI:10.1039/C3OB42575D
A copper-mediated trifluoromethylation of propargyl acetates with S-(trifluoromethyl)diphenylsulfonium triflate leading to trifluoromethylated allenes in moderate to excellent yields is described.
Co-reporter:Yun-Long Ji;Ji-Chang Xiao;Yu-Cheng Gu
European Journal of Organic Chemistry 2014 Volume 2014( Issue 35) pp:7948-7954
Publication Date(Web):
DOI:10.1002/ejoc.201403115

Abstract

AuI/CuI-co-catalyzed tandem 1,3-acyloxy migration/trifluoromethylation reaction of propargyl esters to give α-trifluoromethyl enones in moderate yields and with excellent stereoselectivity is described. It is proposed that the reaction proceeds through the 1,3-acyloxy migration of the propargyl esters catalyzed by AuI to produce an allenic intermediate, followed by its trifluoromethylation to give the final product.

Co-reporter:Yaya Duan, Jin-Hong Lin, Ji-Chang Xiao and Yu-Cheng Gu
Chemical Communications 2017 - vol. 53(Issue 27) pp:NaN3873-3873
Publication Date(Web):2017/03/13
DOI:10.1039/C7CC01636K
Difluoroethylsulfonium salt, Ph2S+CH2CF2H OTf−, was developed into a convenient difluoromethylcarbene reagent for the iron-catalyzed cyclopropanation of terminal olefins, giving various difluoromethyl–cyclopropanes with excellent diastereoselectivities and in high yields.
Co-reporter:Yun-Long Ji, Jun-Jie Kong, Jin-Hong Lin, Ji-Chang Xiao and Yu-Cheng Gu
Organic & Biomolecular Chemistry 2014 - vol. 12(Issue 18) pp:NaN2906-2906
Publication Date(Web):2014/02/18
DOI:10.1039/C3OB42575D
A copper-mediated trifluoromethylation of propargyl acetates with S-(trifluoromethyl)diphenylsulfonium triflate leading to trifluoromethylated allenes in moderate to excellent yields is described.
Benzene, 1-methoxy-4-(4,4,4-trifluoro-1,2-butadien-1-yl)-
Benzene, (4,4,4-trifluoro-1,2-butadien-1-yl)-
2-Bromo-1-(1,3-dimethyl-1H-pyrazol-5-yl)ethanone
Boronic acid, B-[(1E)-2-[4-(1,1-dimethylethyl)phenyl]ethenyl]-
Benzene, 1-(difluoromethyl)-4-(phenylmethoxy)-
1-methoxy-4-[(1s,2s)-2-(trifluoromethyl)cyclopropyl]benzene
Benzene, 1-(2,2-difluoro-1-phenylethenyl)-4-methoxy-
Benzene, 1-(2,2-difluoro-1-phenylethenyl)-4-fluoro-