Concomitant (3+3) Annulation/Fragmentation of Triazinanes with Enamines: Electrosynthesis of Multisubstituted Dihydropyrimidines

被引:0
|
作者
Dutta, Jhilik [1 ]
Ghosh, Sayan [1 ]
Hassan, Aaliya [1 ]
De Sarkar, Suman [1 ]
机构
[1] Indian Inst Sci Educ & Res Kolkata, Dept Chem Sci, Mohanpur 741246, West Bengal, India
关键词
ACCESS;
D O I
10.1021/acs.orglett.5c00418
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An electro-oxidative formal (3 + 3) annulation of 1,3,5-triazinanes with enamines toward multisubstituted 1,2-dihydropyrimidines is reported. This metal-free mild protocol offers wide functional group tolerance, and heterocycles with an unexplored molecular scaffold were constructed in excellent yields. Mechanistically, the electro-oxidation of triazinane and nucleophilic reactivity of enamine result in a concomitant annulation-fragmentation process, leading to the six-membered heterocyclic product.
引用
收藏
页码:2682 / 2686
页数:5
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