Synthesis 2015; 47(14): 2081-2087
DOI: 10.1055/s-0034-1379910
paper
© Georg Thieme Verlag Stuttgart · New York

(NH4)2S2O8-Mediated Diiodination of Alkynes with Iodide in Water: Stereospecific Synthesis of (E)-Diiodoalkenes

Qing Jiang
College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China   Email: ccguo@hnu.edu.cn
,
Jing-Yu Wang
College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China   Email: ccguo@hnu.edu.cn
,
Can-Cheng Guo*
College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082, P. R. of China   Email: ccguo@hnu.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 10 February 2015

Accepted after revision: 18 March 2015

Publication Date:
22 April 2015 (online)


Abstract

A new approach to the stereospecific diiodination of alkynes under mild conditions has been developed. This protocol employs ammonium persulfate as an oxidant and iodide as an iodine source, and provides a highly efficient and general method for the preparation of a broad range of (E)-diiodoalkenes in water.

Supporting Information

 
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