Solvent-free synthesis of tri-substituted thiophenes via thio-Claisen rearrangement under microwave irradiation: A convenient route to novel tertiary 2-thienyl amines

Abstract

A solvent-free, solid-supported, and microwave-assisted thio-Claisen rearrangement of S-propargylated thioamides having an activated α-methylene group has been developed. The methodology could be used successfully for the synthesis of tri-substituted thiophenes and sulfur containing triarylamines. The reaction takes place in short time and in good isolated yield.

Keywords:

• Thio-Claisen rearrangement
• Thiophene
• Microwave irradiation
• Tertiary amine