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Chemistry - A European Journal

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Iodine, Catalysis, Chemical bonds


Aromatic rings are found in a wide variety of products, including pharmaceuticals, agrochemicals, and functional materials. Diaryliodonium salts are novel reagents used to transfer aryl groups under both metal-free and metal-catalyzed reactions and thereby synthesize arene-containing compounds. This review focuses on recent studies in selective aryl transfer reactions from unsymmetrical diaryliodonium salts under metal-free conditions. Reactions reported from 2008 to 2017, which represents a period of significant growth in diaryliodonium salt chemistry, are presented and organized by the type of reactive intermediate formed in the reaction. Specifically, reactions involving λ3-iodane, λ3-iodane radical anions, aryl radicals, and arynes are discussed. Chemoselectivity trends in aryl transfer are compared and contrasted across reaction intermediates and translation to potential auxiliaries are posited.


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