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

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 fro...

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Published inORGANIC CHEMISTRY FRONTIERS Vol. 9; no. 17; pp. 4554 - 4560
Main Authors Tian, Haitao, Xue, Wenxuan, Wu, Jingtao, Yang, Ziguang, Lu, Hongcheng, Tang, Conghui
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 23.08.2022
Royal Society of Chemistry
Subjects
Alcohols
Amines
Assembly
Chemistry
Chemistry, Organic
Cobalt
Cobalt compounds
Dehydrogenation
Imidazole
Indoles
Organic chemistry
Organic compounds
Phosphine
Phosphines
Physical Sciences
Pyrimidines
Quinolines
Quinoxalines
Science & Technology
ALCOHOLS
PYRIMIDINES
HYDROGENATION
PYRROLE
AMINOALCOHOLS
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Summary: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.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:2052-4129
2052-4110
2052-4110
DOI:10.1039/d2qo00683a