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Highly Selective Hydroiodation of Alkynes Using an Iodine-Hydrophosphine Binary System

Shin-ichi Kawaguchi and Akiya Ogawa*

*Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University, Gakuen-cho 1-1, Nakaku, Sakai, Osaka 599-8531, Japan, Email: ogawachem.osakafu-u.ac.jp

S.-i. Kawaguchi, A. Ogawa, Org. Lett., 2010, 12, 1893-1895.

DOI: 10.1021/ol1005246 (free Supporting Information)


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Abstract

A hydroiodation of alkynes using an iodine/hydrophosphine binary system takes place regioselectively to provide the corresponding Markovnikov-type adducts in good yield. This hydroiodation offers mild conditions, convenient operation, and tolerates various functional groups.

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Key Words

vinyl iodides, iodine


ID: J54-Y2010-1160