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Selective Conversion of Alcohols into Alkyl Iodides Using a Thioiminium Salt

Adam R. Ellwood and Michael J. Porter*

*Department of Chemistry, University College London, Christopher Ingold Laboratories, 20 Gordon Street, London WC1H 0AJ, U.K., Email: m.j.porterucl.ac.uk

A. R. Ellwood, M. J. Porter, J. Org. Chem., 2009, 74, 7982-7985.

DOI: 10.1021/jo901415n


Abstract

Treatment of a range of primary and secondary alcohols with MeSCH═NMe2+ I affords the corresponding alkyl iodides in excellent yield. Selective formation of a primary iodide in the presence of a secondary alcohol can be achieved.


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Key Words

alkyl iodides


ID: J42-Y2009-3030