A new variation of the sila-Sonogashira reaction

Abstract

A new variation of the sila-Sonogashira reaction was proposed, which involves the use of tetraalkynylsilane as an alkynylating reagent. It was found that the reaction proceeds most efficiently at an equivalent ratio of tetraalkynylsilane and iodoarene catalyzed by 5 mol% Pd(PPh3)2Cl2 and 10% CuI in the presence of 10-fold amount of triethylamine in chloroform. The title tolanes yields are 58-85%.