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...

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Veröffentlicht in:Organic Chemistry Frontiers 2022-08, Vol.9 (17), p.4554-4560
Hauptverfasser: Tian, Haitao, Xue, Wenxuan, Wu, Jingtao, Yang, Ziguang, Lu, Hongcheng, Tang, Conghui
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Sprache:eng
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Zusammenfassung: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.
ISSN:2052-4129
2052-4110
2052-4129
2052-4110
DOI:10.1039/D2QO00683A