One-pot synthesis and property study on thieno[3,2-b]furan compounds

Abstract

Based on the regioselective intermolecular Suzuki coupling and subsequent intramolecular Ullmann C–O coupling reactions, one-pot synthesis of benzo[4,5]thieno[3,2-b]benzofurans (BTBFs) was developed after optimization of the reaction conditions including catalysts, solvents, bases, ligands and reaction times. The one-pot reaction, with only 2 mol% Pd(PPh₃)₄ and 2 mol% copper(I) thiophene-2-carboxylate (CuTc) as the catalysts, K₃PO₄·3H₂O as the base and tert-butanol as the solvent, afforded moderate to good yields (up to 70%) for a variety of substrates.