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通过Cp*Rh催化的形式sp C-H活化/螺环化反应合成用于环戊二烯基配体的环戊二烯

Synthesis of Cyclopentadienes for Cyclopentadienyl Ligands via Cp*Rh-Catalyzed Formal sp C-H Activation/Spiroannulations.

作者信息

Wang Yongzhuang, Huang Xiaoli, Wang Qin, Tang Yuhai, Xu Silong, Li Yang

机构信息

Department of Material Chemistry, School of Chemistry and Xi'an Key Laboratory of Sustainable Energy Materials Chemistry, Xi'an Jiaotong University, Xi'an 710049, P.R. China.

出版信息

Org Lett. 2021 Feb 5;23(3):757-761. doi: 10.1021/acs.orglett.0c03982. Epub 2021 Jan 13.

Abstract

An efficient Cp*Rh-catalyzed formal C(sp)-H activation/spiroannulation of alkylidene Meldrum's acids with alkynes has been developed using catalytical Cu(OAc) and air as the oxidant. This reaction demonstrates a new and straightforward approach to spirocyclopentadienes with Meldrum's acid moieties in good to excellent yields under mild reaction conditions with a broad substrate scope. Notably, this protocol provides a novel and straightforward approach to cyclopentadienes with various substitution patterns and the corresponding cyclopentadienyl-type ligands from simple substrates.

摘要

利用催化量的醋酸铜和空气作为氧化剂,开发了一种高效的Cp*Rh催化的亚烷基丙二酸亚异丙酯与炔烃的形式C(sp)-H活化/螺环化反应。该反应展示了一种新颖且直接的方法,可在温和的反应条件下,以良好至优异的产率合成带有丙二酸亚异丙酯基团的螺环戊二烯,底物范围广泛。值得注意的是,该方法为从简单底物合成具有各种取代模式的环戊二烯以及相应的环戊二烯基型配体提供了一种新颖且直接的途径。

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