GaCl3-catalyzed ortho-ethynylation of phenols

…, M Arisawa, M Yamaguchi

Index: Kobayashi, Katsumi; Arisawa, Mieko; Yamaguchi, Masahiko Journal of the American Chemical Society, 2002 , vol. 124, # 29 p. 8528 - 8529

Full Text: HTML

Citation Number: 92

Abstract

Phenols are ethynylated at the ortho position with silylated chloroethyne in the presence of a catalytic amount of GaCl3 and lithium phenoxide. The lithium salt is essential for the catalysis, and addition of 2, 6-di (tert-butyl)-4-methylpyridine inhibits desilylation and hydration of the products. The reaction can be applied to various substituted phenols giving the ortho-ethynylated products in high yields, and the turnover numbers based on GaCl3 ...