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Silver(I)-Catalyzed Iodination of Arenes: Tuning the Lewis Acidity of N-Iodosuccinimide Activation

Daugirdas T. Racys, Salaheddin A. I. Sharif, Sally L. Pimlott and Andrew Sutherland*

*WestCHEM, School of Chemistry, The Joseph Black Building, University of Glasgow, Glasgow G12 8QQ, United Kingdom, Email: andrew.sutherlandglasgow.ac.uk

D. T. Racys, S. A. I. Sharif, S. L. Pimlott, A. Sutherland, J. Org. Chem., 2016, 81, 772-780.

DOI: 10.1021/acs.joc.5b02761 (free Supporting Information)


Abstract

In a mild and rapid method for the iodination of arenes, silver(I) triflimide is used as a catalyst for activation of N-iodosuccinimide. The is suitable for a wide range of anisoles, anilines, acetanilides, and phenol derivatives and allowed the late-stage iodination of biologically active compounds.

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Key Words

iodination, NIS


ID: J42-Y2016