Literature DB >> 27146599

Copper-Mediated Aromatic 1,1-Difluoroethylation with (1,1-Difluoroethyl)trimethylsilane (TMSCF2 CH3 ).

Xinjin Li1,2, Jingwei Zhao2, Yunze Wang2, Jian Rong2, Mingyou Hu2, Dingben Chen2, Pan Xiao2, Chuanfa Ni2, Limin Wang3, Jinbo Hu4.   

Abstract

A new method for the formation of 1,1-difluoroethyl copper species ("CuCF2 CH3 ") with 1,1-difluoroethylsilane (TMSCF2 CH3 ) has been developed. The "CuCF2 CH3 " species can be applied to the efficient 1,1-difluoroethylation of diaryliodonium salts under mild conditions, affording (1,1-difluoroethyl)arenes in good to excellent yields. This convenient procedure tolerates a wide range of functional groups and thus serves as a practical synthetic tool for the introduction of CF2 CH3 group(s) into complex molecules.
© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  1,1-difluoroethyl; arenes; copper; diaryliodonium salts; fluorinated compounds; silanes

Year:  2016        PMID: 27146599     DOI: 10.1002/asia.201600577

Source DB:  PubMed          Journal:  Chem Asian J        ISSN: 1861-471X


  3 in total

Review 1.  Copper-based fluorinated reagents for the synthesis of CF2R-containing molecules (R ≠ F).

Authors:  Louise Ruyet; Tatiana Besset
Journal:  Beilstein J Org Chem       Date:  2020-05-18       Impact factor: 2.883

2.  1,1-Difluoroethyl chloride (CH3CF2Cl), a novel difluoroalkylating reagent for 1,1-difluoroethylation of arylboronic acids.

Authors:  Jianchang Liu; Jida Zhang; Chaolin Wu; Hefu Liu; Hui Liu; Fenggang Sun; Yueyun Li; Yuying Liu; Yunhui Dong; Xinjin Li
Journal:  RSC Adv       Date:  2019-09-09       Impact factor: 4.036

3.  Arylation of gem-difluoroalkenes using a Pd/Cu Co-catalytic system that avoids β-fluoride elimination.

Authors:  Kedong Yuan; Taisiia Feoktistova; Paul Ha-Yeon Cheong; Ryan A Altman
Journal:  Chem Sci       Date:  2020-11-25       Impact factor: 9.825

  3 in total

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