Literature DB >> 21910464

Efficient and direct nucleophilic difluoromethylation of carbonyl compounds and imines with Me3SiCF2H at ambient or low temperature.

Yanchuan Zhao1, Weizhou Huang, Ji Zheng, Jinbo Hu.   

Abstract

Since 1995, Me(3)SiCF(2)H has been widely believed to be an inefficient difluoromethylating agent, which requires harsh reaction conditions to cleave its rather inert Si-CF(2)H bond. However, it has now been found that, by using a proper Lewis base activator, Me(3)SiCF(2)H can efficiently difluoromethylate various aldehydes, ketones, and imines to give the corresponding products in good to excellent yields at room temperature or even at -78 °C.
© 2011 American Chemical Society

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Year:  2011        PMID: 21910464     DOI: 10.1021/ol202208b

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  5 in total

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Authors:  Steven M Banik; Jonathan William Medley; Eric N Jacobsen
Journal:  Science       Date:  2016-07-01       Impact factor: 47.728

4.  CF2H, a Hydrogen Bond Donor.

Authors:  Chanan D Sessler; Martin Rahm; Sabine Becker; Jacob M Goldberg; Fang Wang; Stephen J Lippard
Journal:  J Am Chem Soc       Date:  2017-06-27       Impact factor: 15.419

5.  Direct transfer of tri- and di-fluoroethanol units enabled by radical activation of organosilicon reagents.

Authors:  Xiang Chen; Xingxing Gong; Zhengyu Li; Gang Zhou; Zhihong Zhu; Weilu Zhang; Shanshan Liu; Xiao Shen
Journal:  Nat Commun       Date:  2020-06-02       Impact factor: 14.919

  5 in total

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