Silver-mediated annulation between 5-H-1,2,3-thiadiazoles and 1,3-dicarbonyl compounds to construct polysubstituted furans

Abstract

An efficient synthesis of polysubstituted furans by Ag(I)-mediated annulation between 5-H-1,2,3-thiadiazoles and 1,3-dicarbonyl compounds is reported. The methodology was characterized by availability of starting materials, good functional group tolerance, and the successful construction of heterocycle-substituted furans. The utilization of this method was evidenced by the gram-scale synthesis and further elaboration of the product. In addition, preliminary control experiments ruled out the formation of an alkynyl silver intermediate.