Copper-catalyzed radical reaction of N-tosylhydrazones: stereoselective synthesis of (E)-vinyl sulfones.
Journal: Organic Letters
Published:
Abstract
A new chemistry of hydrazines that is a copper-catalyzed radical reaction to synthesize vinyl sulfones from readily available N-tosylhydrazones has been described. The protocol provides a novel strategy for the synthesis of various vinyl sulfones including α, β-disubstituted ones and terminal ones. The advantages of the transformation include excellent E stereoselectivity, broad substrate scope, low cost of reagents, and convenient operation. A novel and efficient one-pot synthesis of alkynes from N-tosylhydrazones has been achieved. The studies provide important complementary approaches for the syntheses of vinyl sulfones and alkynes.
Authors
Shuai Mao, Ya-ru Gao, Xue-qing Zhu, Dong-dong Guo, Yong-qiang Wang