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

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 rea...

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Bibliographic Details
Published in:RSC advances 2019-03, Vol.9 (13), p.7123-7127
Main Authors: Ma, Weimin, Huang, Jiawei, Li, Chao, Jiang, Yueren, Li, Baolin, Qi, Ting, Zhu, Xiaozhang
Format: Article
Language:English
Subjects:
Butanol
Catalysis
Catalysts
Chemical reactions
Chemical synthesis
Chemistry
Coupling
Optimization
Potassium phosphates
Solvents
Substrates
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Summary: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(PPh 3 ) 4 and 2 mol% copper( i ) thiophene-2-carboxylate (CuTc) as the catalysts, K 3 PO 4 ·3H 2 O as the base and tert -butanol as the solvent, afforded moderate to good yields (up to 70%) for a variety of substrates. Based on the regioselective intermolecular Suzuki coupling and subsequent intramolecular Ullmann coupling reactions, one-pot synthesis of benzo[4,5]thieno[3,2- b ]benzofurans (BTBFs) has been developed.
ISSN:2046-2069
2046-2069
DOI:10.1039/c9ra00796b