Regioselective Synthesis of N2-Aryl 1,2,3-Triazoles via Electro- oxidative Coupling of Enamines and Aryldiazonium Salts

被引:23
作者
Baidya, Mrinmay [1 ]
Mallick, Samrat [1 ]
De Sarkar, Suman [1 ]
机构
[1] Indian Inst Sci Educ & Res Kolkata, Dept Chem Sci, Mohanpur 741246, W Bengal, India
关键词
N-BOND FORMATION; AZIDE-FREE SYNTHESIS; METAL-FREE; ANNULATION; DERIVATIVES; KETONES; ACCESS; ELECTROSYNTHESIS; TRIAZOLES; STRATEGY;
D O I
10.1021/acs.orglett.1c04099
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient synthetic route for the construction of N-2-aryl 1,2,3-triazoles is reported via sequential C-N bond formation and electro-oxidative N-N coupling under metal-free conditions. Readily accessible 2-aminoacrylates and aryldiazonium salts were used as starting materials, and the developed protocol displays excellent functional group tolerance, allowing an extensive range of substrate scope up to 91% isolated yield. Various mechanistic studies, along with the isolation of an intermediate adduct, refer to successive ionic and radical reaction sequences.
引用
收藏
页码:1274 / 1279
页数:6
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