Ethynyl benziodoxolones for the direct alkynylation of heterocycles: structural requirement, improved procedure for pyrroles, and insights into the mechanism

…, C Chevalley, R Scopelliti, J Waser

Index: Brand, Jonathan P.; Chevalley, Clara; Scopelliti, Rosario; Waser, Jerome Chemistry - A European Journal, 2012 , vol. 18, # 18 p. 5655 - 5666

Full Text: HTML

Citation Number: 73

Abstract

Abstract This report describes a full study of the gold-catalyzed direct alkynylation of indoles, pyrroles, and thiophenes using alkynyl hypervalent iodine reagents, especially the study of the structural requirements of alkynyl benziodoxolones for an efficient acetylene transfer to heterocycles. An improved procedure for the alkynylation of pyrroles using pyridine as additive is also reported. Nineteen alkynyl benziodoxol (on) es were synthesized and ...