Synthesis 2017; 49(12): 2727-2732
DOI: 10.1055/s-0036-1588988
paper
© Georg Thieme Verlag Stuttgart · New York

Stereoselective Synthesis of Vinyl Iodides through Copper(I)-Catalyzed Finkelstein-Type Halide-Exchange Reaction

Xiujuan Feng*
a   State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116023, P. R. of China   Email: fengxiujuan@dlut.edu.cn   Email: mingbao@dlut.edu.cn
,
Haixia Zhang
a   State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116023, P. R. of China   Email: fengxiujuan@dlut.edu.cn   Email: mingbao@dlut.edu.cn
,
Wenbo Lu
a   State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116023, P. R. of China   Email: fengxiujuan@dlut.edu.cn   Email: mingbao@dlut.edu.cn
,
Yoshinori Yamamoto
a   State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116023, P. R. of China   Email: fengxiujuan@dlut.edu.cn   Email: mingbao@dlut.edu.cn
b   WPI-AIMR (WPI-Advanced Institute for Materials Research), Tohoku University, Sendai 980-8577, Japan
,
Abdulrahman I. Almansour
c   Department of Chemistry, College of Sciences, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia
,
Natarajan Arumugam
c   Department of Chemistry, College of Sciences, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia
,
Raju Suresh Kumar
c   Department of Chemistry, College of Sciences, King Saud University, P.O. Box 2455, Riyadh 11451, Saudi Arabia
,
Ming Bao*
a   State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116023, P. R. of China   Email: fengxiujuan@dlut.edu.cn   Email: mingbao@dlut.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 25 February 2017

Accepted after revision: 10 March 2017

Publication Date:
11 April 2017 (online)


Abstract

An efficient method for the stereoselective synthesis of vinyl iodides is described. The reactions of vinyl bromides with potassium iodide proceed smoothly in the presence of a copper catalyst under mild reaction conditions to produce the corresponding vinyl iodides stereospecifically and in satisfactory to excellent yields.

Supporting Information

 
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