Issue 17, 2022

A general and practical bifunctional cobalt catalytic system for N-heterocycle assembly via acceptorless dehydrogenation

Abstract

A novel and highly-efficient N-heterocycle assembly methodology catalyzed by a cobalt-N,N-bidentate complex has been established. The cobalt complex is unprecedented, phosphine-free and easily-prepared, and is used in the synthesis of pyrimidines, quinolines, imidazoles, quinoxalines and indoles from readily available alcohols and amines via acceptorless dehydrogenation. More importantly, all N-heterocycles were obtained under nearly identical reaction conditions, which further demonstrated the generality and practicability of the catalytic system. Mechanistically, this cobalt complex forms a catalytic active species upon base treatment and is capable of realizing the alcohol AD process via metal–ligand cooperation.

Graphical abstract: A general and practical bifunctional cobalt catalytic system for N-heterocycle assembly via acceptorless dehydrogenation

Supplementary files

Article information

Article type
Research Article
Submitted
29 Apr 2022
Accepted
07 Jul 2022
First published
09 Jul 2022

Org. Chem. Front., 2022,9, 4554-4560

A general and practical bifunctional cobalt catalytic system for N-heterocycle assembly via acceptorless dehydrogenation

H. Tian, W. Xue, J. Wu, Z. Yang, H. Lu and C. Tang, Org. Chem. Front., 2022, 9, 4554 DOI: 10.1039/D2QO00683A

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