Synlett

A convenient synthesis of propargylic dithioacetals

LF Huang, CF Lee, JC Tseng, TY Luh

Index: Huang, Li-Fu; Lee, Chin-Fa; Tseng, Jui-Chang; Luh, Tien-Yau Synlett, 2006 , # 18 p. 3173 - 3175

Full Text: HTML

Citation Number: 2

Abstract

Abstract Treatment of trimethylsilyl-substituted alkynyl ketones with 1, 2-ethanedithiol in the presence of BF 3· OEt 2 in methanol afforded the corresponding dithioacetal. Removal of the silyl group under basic conditions followed by palladium-catalyzed coupling reactions with aryl iodides yielded the corresponding propargylic dithioacetals in excellent yield.