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

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

Weimin Ma  1 , Jiawei Huang  1 , Chao Li  1 , Yueren Jiang  1 , Baolin Li  1 , Ting Qi  1 , Xiaozhang Zhu  2
Affiliations

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

Weimin Ma et al. RSC Adv. .

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.

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Conflict of interest statement

There are no conflicts to declare.

Figures

Scheme 1
Scheme 1. Synthetic strategies toward thieno[3,2-b]benzofurans.
Fig. 1
Fig. 1. UV-Vis absorption spectra in ethanol (6 × 10−5 mol L−1).
Fig. 2
Fig. 2. Fluorescence spectra in ethanol (2 × 10−7 mol L−1).
See this image and copyright information in PMC

References

    1. Li B. Chin. J. Org. Chem. 2015;35:2487–2506. doi: 10.6023/cjoc201506002. - DOI
    1. Tsuji H. Nakamura E. Acc. Chem. Res. 2017;50:396–406. doi: 10.1021/acs.accounts.6b00595. - DOI - PubMed
    1. Tsuji H. Mitsui C. Ilies L. Sato Y. Nakamura E. J. Am. Chem. Soc. 2007;129:11902–11903. doi: 10.1021/ja074365w. - DOI - PubMed
    1. Tsuji H. Mitsui C. Sato Y. Nakamura E. Adv. Mater. 2009;21:3776–3779. doi: 10.1002/adma.200900634. - DOI
    1. Mitsui C. Soeda J. Miwa K. Tsuji H. Takeya J. Nakamura E. J. Am. Chem. Soc. 2012;134:5448–5451. doi: 10.1021/ja2120635. - DOI - PubMed