A highly efficient,
chemo-, and regioselective approach has been
developed for the switchable synthesis of tetrasubstituted alkenyl
sulfones and naphthyl sulfones from homopropargylic alcohols via sulfonylation/1,4-aryl
migration and sulfonylation/cyclization. The present switchable processes
are characterized by mild and metal-free conditions, high selectivities,
good functional group tolerance, the use of inexpensive and easily
handled sulfonyl hydrazides as sulfonyl sources, and the release of
the nontoxic byproducts H2O and N2.