Cu-Catalyzed [3 + 3] Annulation for the Synthesis of Pyrimidines via β‑C(sp3)–H Functionalization of Saturated Ketones

A novel, efficient, and facile approach for the synthesis of structurally important pyrimidines has been successfully developed by Cu-catalyzed and 4-HO-TEMPO-mediated [3 + 3] annulation of commercially available amidines with saturated ketones. This method provides a new protocol for the synthesis...

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Bibliographic Details
Published in:Journal of organic chemistry 2016-12, Vol.81 (23), p.11994-12000
Main Authors: Zhan, Jun-Long, Wu, Meng-Wei, Chen, Fei, Han, Bing
Format: Article
Language:English
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Summary:A novel, efficient, and facile approach for the synthesis of structurally important pyrimidines has been successfully developed by Cu-catalyzed and 4-HO-TEMPO-mediated [3 + 3] annulation of commercially available amidines with saturated ketones. This method provides a new protocol for the synthesis of pyrimidines by a cascade reaction of oxidative dehydrogenation/annulation/oxidative aromatization via direct β-C­(sp3)–H functionalization of saturated ketones followed by annulation with amidines.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.6b02181