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Short Paper | Regular issue | Vol 98, No. 4, 2019, pp.570-581
Published online, 27th March, 2019
DOI: 10.3987/COM-19-14057
Visible-Light-Enabled C(sp2)H Difluoroalkylation of Aldehyde-Derived Hydrazones Under Metal-Free Conditions

Wen-Qiang Liu, Wei-Hao Chen, Xiao-Xuan Li, Wei-Ke Tang, Ting-Ting Tao, and Yi-Si Feng*

*School of Chemistry and Chemical Engineering, Hefei University of Technology, Anhui 230009, China

Abstract

A Eosin Y-catalyzed C(sp2)-H difluoromethylation of aldehyde-derived hydrazones between difluoroalkyl bromides and aldehyde-derived hydrazones is reported. This reaction has a wide range of substrates and occurs under metal-free condition. A mechanism that involves a difluoroacetate radical via single electron transfer (SET) pathway is proposed for this reaction.