Direct Assembly of 3,4-Difunctionalized Benzofurans and Polycyclic Benzofurans by Phenol Dearomatization and Palladium-Catalyzed Domino Reaction

Direct Assembly of 3,4-Difunctionalized Benzofurans and Polycyclic Benzofurans by Phenol Dearomatization and Palladium-Catalyzed Domino Reaction
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苯酚脱芳构化和钯催化多米诺反应直接组装 3,4-二官能化苯并呋喃和多环苯并呋喃

DOI:
10.1002/anie.201404155
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发表时间:
2014-06-01
影响因子:
16.6
通讯作者:
Fan, Renhua
Fan, Renhua
中科院分区:
化学1区
文献类型:
--
作者:
Han, Zhaomeng;Zhang, Liang;Fan, Renhua

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开发了一种将2-炔基酚直接转化为3,4-二官能化苯并呋喃和多环苯并呋喃的方法。该方案涉及高价碘介导的氧化脱芳构化以破坏 2-炔基酚的芳香性,以及钯催化的多米诺反应以在 C3 和 C4 位置安装两个官能团并恢复苯并呋喃的芳香性。
A method to directly convert 2-alkynylphenols to 3,4-difunctionalized benzofurans and polycyclic benzofurans was developed. This protocol involves a hypervalent-iodine-mediated oxidative dearomatization to break the aromaticity of 2-alkynylphenols, and a palladium-catalyzed domino reaction to install two functional groups at the C3 and the C4 positions and restore the aromaticity of benzofurans.