Photoredox-catalyzed silyldifluoromethylation of silyl enol ethers

Beilstein Journal of Organic Chemistry

Alexander D. Dilman¹  Vyacheslav I. Supranovich¹  Vitalij V. Levin¹ 

[1] N. D. Zelinsky Institute of Organic Chemistry, Leninsky prosp. 47, 119991 Moscow, Russian Federation;

关键词: difluoroalkylation;    organofluorine compounds;    photocatalysis;    radical addition;    silicon reagents;   

DOI  :  10.3762/bjoc.16.126

来源: DOAJ

【 摘 要 】

A method for the light-mediated fluoroalkylation of silyl enol ethers with (bromodifluoromethyl)trimethylsilane followed by a reduction of the primary products with sodium borohydride is described. An 18 W, 375 nm LED was used as the light source. The reaction is performed in the presence of a gold photocatalyst, which effects the generation of a (trimethylsilyl)difluoromethyl radical via cleavage of the carbon–bromine bond.

【 授权许可】

Unknown