Copper-Catalyzed Annulative Coupling of S,S-Disubstituted Enones with Diazo Compounds to Access Highly Functionalized Thiophene Derivatives.

Copper-Catalyzed Annulative Coupling of S,S-Disubstituted Enones with Diazo Compounds to Access Highly Functionalized Thiophene Derivatives.
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DOI:
10.1021/acs.joc.9b02982
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发表时间:
2019-12
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
Yuan He;Jiang Lou;Ping Wu;Yong‐Gui Zhou;Zhengkun Yu
Yuan He;Jiang Lou;Ping Wu;Yong‐Gui Zhou;Zhengkun Yu
中科院分区:
其他
文献类型:
--
作者:
Yuan He;Jiang Lou;Ping Wu;Yong‐Gui Zhou;Zhengkun Yu

文献摘要

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在CuCl_2催化下,S,S-二取代烯酮与重氮化合物在温和条件下发生环化偶联反应,得到了一种合成全取代噻吩和噻吩并[2,3-B]噻吩的有效方法。四取代噻吩和噻吩并[2,3-B]噻吩通过改变反应物的进料比分别以良好至优异的产率有效地获得。该合成方法已被证明具有构建多种噻吩衍生物的潜力。
An efficient protocol toward fully substituted thiophenes and thieno[2,3-b]thiophenes has been developed through CuCl2-catalyzed annulative coupling of S,S-disubstituted enones with diazo compounds under mild conditions. Tetrasubstituted thiophenes and thieno[2,3-b]thiophenes were efficiently accessed by variation of the feed ratio of the reactants in good to excellent yields, respectively. The synthetic methodology has been demonstrated the potential for the construction of diverse thiophene derivatives.