Metal-Free Regioselective Oxidative Biaryl Coupling Leading to Head-to-Tail Bithiophenes: Reactivity Switching, a Concept Based on the Iodonium(III) Intermediate
Metal-Free Regioselective Oxidative Biaryl Coupling Leading to Head-to-Tail Bithiophenes: Reactivity Switching, a Concept Based on the Iodonium(III) Intermediate
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DOI：
10.1021/ol101498r
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发表时间：
2010-09-03
期刊：
影响因子：
5.2
通讯作者：
Kita, Yasuyuki
中科院分区：
文献类型：
--
作者：
Morimoto, Koji;Yamaoka, Nobutaka;Kita, Yasuyuki
报道了一种新的合成方法，即氧化法合成不对称联芳偶联产物。我们的合成策略使3-取代噻吩的反应性转换的反应中间体。在此基础上，发展了一种利用高价碘（III）试剂直接合成头-尾联噻吩的新方法。
A new synthetic concept for obtaining unsymmetrical biaryl coupling products by an oxidative method is reported. Our synthetic strategy casts light on the reaction intermediate for switching the reactivity of 3-substituted thiophenes. On the basis of this strategy, a novel direct method for the synthesis of head-to-tail bithiophenes using hypervalent iodine(III) reagents has been developed.