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Highly Regioselective Iodination of Arenes via Iron(III)-Catalyzed Activation of N-Iodosuccinimide

Daugirdas T. Racys, Catherine E. Warrilow, Sally L. Pimlott and Andrew Sutherland*

*WestCHEM, School of Chemistry, The Joseph Black Building, University of Glasgow, Glasgow G12 8QQ, U.K., Email: Andrew.Sutherlandglasgow.ac.uk

D. T. Racys, C. E. Warrilow, S. L. Pimlott, A. Sutherland, Org. Lett., 2015, 17, 4782-4785.

DOI: 10.1021/acs.orglett.5b02345 (free Supporting Information)


Abstract

Use of the powerful Lewis acid, iron(III) triflimide, generated in situ from iron(III) chloride and a readily available triflimide-based ionic liquid allowed activation of N-iodosuccinimide (NIS) and efficient iodination of a wide range of arenes under mild conditions.


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Key Words

iodination, NIS, ionic liquids


ID: J54-Y2015