Letters in Organic Chemistry

Halogen Exchange via a Halogenation of Diaryliodonium Salts with Cuprous Halide

J Li, L Liu, D Ding, J Sun

Index: Li, Jian; Liu, Li; Ding, Dong; Sun, Jiang-Tao Letters in Organic Chemistry, 2013 , vol. 10, # 8 p. 541 - 548

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Abstract

An efficient halogenation reaction has been developed with diaryliodonium salts and cuprous halides. Various diaryliodonium salts 1 could perform the reaction with readily available CuBr or CuCl in CH3CN at 80° C, assembling bromoarenes or chloroarenes in up to 92% yields. This provides us a method for the transformation from iodoarenes to other haloarenes.

~86%

~80%

~92%

~73%

~63%

~45%

~39%

~90%

~86%

~83%

~87%

~73%

~87%

~47%

~89%

~87%

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