Pd-Catalyzed Alkyne Insertion/C-H Activation/[4 + 2] Carboannulation of Alkenes to the Synthesis of Polycyclics.

Pd-Catalyzed Alkyne Insertion/C-H Activation/[4 + 2] Carboannulation of Alkenes to the Synthesis of Polycyclics.
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DOI:
10.1021/acs.orglett.8b03884
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发表时间:
2019-01
期刊:
影响因子:
5.2
通讯作者:
Songjin Guo;Panpan Li;Zhe Guan;Libo Cai;Siwei Chen;Aijun Lin;Hequan Yao
Songjin Guo;Panpan Li;Zhe Guan;Libo Cai;Siwei Chen;Aijun Lin;Hequan Yao
中科院分区:
化学1区
文献类型:
--
作者:
Songjin Guo;Panpan Li;Zhe Guan;Libo Cai;Siwei Chen;Aijun Lin;Hequan Yao

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报道了一种前所未有的钯催化的烯烃插入/C-H活化/分子内[4+2]碳环化反应。在这种转化中,原位生成的烯基钯物种通过钯催化的芳基碘化物和炔烃的交叉偶联反应触发了C-H的活化。随后,得到的五元C,C-聚环中间体被添加到整个烯烃中,提供了一种以良好的效率获得各种多环化合物的独特方法。在一个锅中形成了两个新环和三个C-C键。
An unprecedented Pd-catalyzed alkyne insertion/C-H activation/intramolecular [4 + 2] carboannulation of alkenes has been reported. In this transformation, the C-H activation was triggered by an in situ generated alkenylpalladium species via the Pd-catalyzed cross-coupling reaction of aryl iodides and alkynes. Subsequently, the resulting five-membered C, C-palladacycle intermediates were added across the alkenes, providing a unique approach to access diversified polycyclics in good efficiency. Two new rings and three C-C bonds were formed in one pot.