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Iodoarene-Catalyzed Cyclizations of Unsaturated Amides

Ali Alhalib, Somaia Kamouka and Wesley J. Moran*

*Department of Chemistry, University of Huddersfield, Queensgate, Huddersfield HD1 3DH, U.K., Email: w.j.moranhud.ac.uk

A. Alhalib, S. Kamouka, W. J. Moran, Org. Lett., 2015, 17, 1453-1456.

DOI: 10.1021/acs.orglett.5b00333 (free Supporting Information)


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Abstract

A cyclization of N-alkenylamides catalyzed by iodoarenes under oxidative conditions enables the preparation of five-, six-, and seven-membered rings with a range of substitutions. Preliminary data from the use of chiral iodoarenes as precatalysts show that enantiocontrol is feasible.

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Key Words

2-oxazolines, N-heterocycles, O-heterocycles, Selectfluor, hypervalent iodine compounds


ID: J54-Y2015