Iron Halide-Mediated Regio- and Stereoselective Halosulfonylation of Terminal Alkynes with Sulfonylhydrazides: Synthesis of (E)-β-Chloro and Bromo Vinylsulfones
Xiaoqing Li*, Xinhua Shi, Mingwu Fang and Xiangsheng Xu*
*College of Chemical Engineering and Materials Science,
Zhejiang University of Technology, Hangzhou 310014, People's Republic of China, Email:
xqli
zjut.edu.cn, futurezjut.edu.cn
X. Li, X. Shi, M. Fang, X. Xu, J. Org. Chem., 2013, 78, 9499-9504.
DOI: 10.1021/jo401581n
see article for more reactions
Abstract
Halosulfonylation of terminal alkynes was achieved with sulfonylhydrazides as the sulfonyl precursor and inexpensive iron halide as halide source in the presence of TBHP to yield (E)-β-chloro and bromo vinylsulfones regio- and stereoselectively.
see article for more examples
Key Words
Chlorination, Sulfonylation, TBHP
ID: J42-Y2013
