Copper-Catalyzed Multicomponent Domino Reaction of 2‑Bromoaldehydes, Benzylamines, and Sodium Azide for the Assembly of Quinazoline Derivatives

Copper-Catalyzed Multicomponent Domino Reaction of 2‑Bromoaldehydes, Benzylamines, and Sodium Azide for the Assembly of Quinazoline Derivatives

An efficient three-component domino reaction of 2-bromoaldehydes, benzylamines, and sodium azide has been developed for the synthesis of quinazoline derivatives. This domino process involves copper-catalyzed SNAr, oxidation/cyclization, and denitrogenation sequences. The mild catalytic system enable...

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Veröffentlicht in:Journal of organic chemistry 2016-04, Vol.81 (7), p.3000-3006
Hauptverfasser: Xu, Cheng, Jia, Feng-Cheng, Zhou, Zhi-Wen, Zheng, Si-Jie, Li, Han, Wu, An-Xin
Format: Artikel
Sprache:eng
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Zusammenfassung:An efficient three-component domino reaction of 2-bromoaldehydes, benzylamines, and sodium azide has been developed for the synthesis of quinazoline derivatives. This domino process involves copper-catalyzed SNAr, oxidation/cyclization, and denitrogenation sequences. The mild catalytic system enabled the effective construction of three C–N bonds in one operation.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.5b02843