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

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.

Automated summary

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 is characterized by the availability of starting materials, good functional group tolerance, and the successful construction of heterocycle-substituted furans.