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

Weimin Ma; Jiawei Huang; Chao Li; Yueren Jiang; Baolin Li; Ting Qi; Xiaozhang Zhu

doi:10.1039/c9ra00796b

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

RSC Adv. 2019 Mar 1;9(13):7123-7127. doi: 10.1039/c9ra00796b.

Authors

Weimin Ma¹, Jiawei Huang¹, Chao Li¹, Yueren Jiang¹, Baolin Li¹, Ting Qi¹, Xiaozhang Zhu²

Affiliations

¹ School of Chemical Sciences, University of Chinese Academy of Sciences Beijing 100049 P. R. China libl@ucas.ac.cn qiting@ucas.ac.cn.
² Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Organic Solids, Institute of Chemistry, Chinese Academy of Sciences Beijing 100190 P. R. China xzzhu@iccas.ac.cn.

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.