Literature DB >> 24171471

Copper-catalyzed gem-difluoroolefination of diazo compounds with TMSCF3 via C-F bond cleavage.

Mingyou Hu1, Zhengbiao He, Bing Gao, Lingchun Li, Chuanfa Ni, Jinbo Hu.   

Abstract

A novel Cu-catalyzed gem-difluoroolefination of diazo compounds is described. This transformation starts from readily available TMSCF3 and diazo compounds, via trifluoromethylation followed by C-F bond cleavage, to afford the desired 1,1-difluoroalkene products.

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Year:  2013        PMID： 24171471     DOI： 10.1021/ja409941r

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN： 0002-7863            Impact factor:   15.419


  10 in total

1.  Copper-Catalyzed Decarboxylative Trifluoromethylation of Propargyl Bromodifluoroacetates.

Authors:  Brett R Ambler; Santosh Peddi; Ryan A Altman
Journal:  Synthesis (Stuttg)       Date:  2014-07-15       Impact factor: 3.157

2.  Nickel-Catalyzed Defluorinative Coupling of Aliphatic Aldehydes with Trifluoromethyl Alkenes.

Authors:  Jichao Xiao; John Montgomery
Journal:  ACS Catal       Date:  2022-02-03       Impact factor: 13.700

3.  Palladium-Catalyzed Defluorinative Coupling of 1-Aryl-2,2-Difluoroalkenes and Boronic Acids: Stereoselective Synthesis of Monofluorostilbenes.

Authors:  Richard T Thornbury; F Dean Toste
Journal:  Angew Chem Int Ed Engl       Date:  2016-08-11       Impact factor: 15.336

4.  Use of trifluoroacetaldehyde N-tfsylhydrazone as a trifluorodiazoethane surrogate and its synthetic applications.

Authors:  Xinyu Zhang; Zhaohong Liu; Xiangyu Yang; Yuanqing Dong; Matteo Virelli; Giuseppe Zanoni; Edward A Anderson; Xihe Bi
Journal:  Nat Commun       Date:  2019-01-17       Impact factor: 14.919

5.  S8-Catalyzed triple cleavage of bromodifluoro compounds for the assembly of N-containing heterocycles.

Authors:  Shuilin Deng; Haohua Chen; Xingxing Ma; Yao Zhou; Kai Yang; Yu Lan; Qiuling Song
Journal:  Chem Sci       Date:  2019-06-05       Impact factor: 9.825

6.  2,2-difluorovinyl benzoates for diverse synthesis of gem-difluoroenol ethers by Ni-catalyzed cross-coupling reactions.

Authors:  Chun-Ming Chan; Pui-Yiu Lee; Bingnan Du; Leong-Hung Cheung; Xin Xu; Zhenyang Lin; Wing-Yiu Yu
Journal:  Nat Commun       Date:  2021-01-18       Impact factor: 14.919

7.  Competing C-H and C-F bond activation reactions of a fluorinated olefin at Rh: a fluorido vinylidene complex as an intermediate in an unprecedented dehydrofluorination step.

Authors:  Maria Talavera; Thomas Braun
Journal:  Chem Sci       Date:  2022-01-12       Impact factor: 9.825

8.  Umpolung Difunctionalization of Carbonyls via Visible-Light Photoredox Catalytic Radical-Carbanion Relay.

Authors:  Shun Wang; Bei-Yi Cheng; Matea Sršen; Burkhard König
Journal:  J Am Chem Soc       Date:  2020-04-13       Impact factor: 15.419

9.  Synthesis of gem-Difluoro Olefins through C-H Functionalization and β-fluoride Elimination Reactions.

Authors:  Zhen Yang; Mieke Möller; Rene M Koenigs
Journal:  Angew Chem Int Ed Engl       Date:  2020-02-21       Impact factor: 15.336

10.  Triarylborane-Catalyzed Alkenylation Reactions of Aryl Esters with Diazo Compounds.

Authors:  Ayan Dasgupta; Katarína Stefkova; Rasool Babaahmadi; Lukas Gierlichs; Alireza Ariafard; Rebecca L Melen
Journal:  Angew Chem Int Ed Engl       Date:  2020-07-15       Impact factor: 15.336
  10 in total

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