TBAI/K2S2O8 Initiated Radical Cyclization to Synthesize β-Arylsulfonyl Naphthalenes from Homopropargylic Alcohols and Sulfonyl Hydrazides

A metal-free radical addition method for the synthesis of beta-arylsulfonyl naphthalenes with homopropargylic alcohols and sulfonyl hydrazides has been developed. In this reaction, sulfonyl hydrazide is employed as the source of sulfonyl radical to produce the desired sulfone directly. There is the first example for homopropargylic alcohol through direct intramolecular addition of vinyl radical to arenes with sulfonyl radical, which is initiated by the TBAI/K2S2O8 reaction system and generates the desired products in moderate yields.