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

Qing Jiang; Jing-Yu Wang; Can-Cheng Guo

doi:10.1055/s-0034-1379910

Synthesis, Table of Contents

Synthesis 2015; 47(14): 2081-2087
DOI: 10.1055/s-0034-1379910

paper

(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

Abstract

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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.

Key words

persulfate salts - diiodination - alkenes - alkynes - water

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References

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