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钴(III)通过C-H活化和氧原子转移催化喹啉N-氧化物与内炔烃的C-8选择性C-H和C-O偶联反应。

Cobalt(iii) catalyzed C-8 selective C-H and C-O coupling of quinoline N-oxide with internal alkynes via C-H activation and oxygen atom transfer.

作者信息

Barsu Nagaraju, Sen Malay, Premkumar J Richard, Sundararaju Basker

机构信息

Fine Chemical Laboratory, Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur, UP, India.

Center for Molecular Modelling, Indian Institute of Chemical Technology, Hyderabad - 500 067, India.

出版信息

Chem Commun (Camb). 2016 Jan 25;52(7):1338-41. doi: 10.1039/c5cc08736h.

Abstract

An efficient, scalable, atom-economical, regio-selective air stable Cp*Co(iii) catalyzed C-H and C-O coupling via a C-H activation/oxygen atom transfer reaction of quinoline N-oxide and an internal alkyne is reported. Such a catalytic transformation is witnessed for the first time with a cobalt catalyst and using N-oxide as a traceless directing group, in contrast to the existing literature. The developed synthetic methodology is straightforward and possesses various functional group tolerances, including heterocycles.

摘要

报道了一种高效、可扩展、原子经济、区域选择性且空气稳定的Cp*Co(iii)催化喹啉N-氧化物与内炔烃通过C-H活化/氧原子转移反应进行的C-H和C-O偶联。与现有文献相比,首次使用钴催化剂并以N-氧化物作为无痕导向基团见证了这种催化转化。所开发的合成方法简单直接,具有多种官能团耐受性,包括杂环。

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