Distal iodine migration of arylalkynes via cyclic monoaryliodonium salts

Abstract

Disclosed herein is a novel protocol for the synthesis of cyclic monoaryliodonium salts (CMAIs) from readily available iodoethynylarenes. The tandem one-pot iodine migration of iodoethynylarenes via the generation of these unique iodonium intermediates enables the construction of ortho-iodo arylacetylenes and 1,3-diynes, and synthetic applications of the obtained products are also demonstrated. Moreover, primary biological assays revealed the anticancer potency of CMAIs.