Regioselective iodination of chlorinated aromatic compounds using silver salts

…, SM Vyas, H Wu, MW Duffel, S Parkin, HJ Lehmler

Index: Joshi, Sudhir N.; Vyas, Sandhya M.; Wu, Huimin; Duffel, Michael W.; Parkin, Sean; Lehmler, Hans-Joachim Tetrahedron, 2011 , vol. 67, # 39 p. 7461 - 7469

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Citation Number: 10

Abstract

The iodination of chlorinated aromatic compounds using Ag2SO4/I2, AgSbF6/I2, AgBF4/I2, and AgPF6/I2 offers access to iodoarenes that are valuable intermediates in organic synthesis. Specifically, iodination of phenols, anisoles, and anilines with a 3, 5-dichloro substitution pattern preferentially yielded the ortho, para, and para iodinated product, respectively. In the case of chlorobenzene and 3-chlorotoluene, AgSbF6/I2, AgBF4/I2, and ...