Abstract

A reasonably efficient, gold-catalyzed synthesis of pyrroloheterocycles from TBS-propargylic alcohols of N-containing heterocycles is reported. The overall transformation involves alkyne-vinylidene isomerization with [1,2] migration of proton, silyl, stannyl and germyl groups followed by double [1,2]-hydride migration. The hydride shift component of the mechanism was verified by a D-labeling experiment. The scope of the method has not been sufficiently evaluated.

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