Electrochemically Driven Ugi-Azide Reaction via C(sp3)-H Bond Activation of Tertiary Amines

被引：0
|
作者：
Song, Bin [1 ]
Zhao, Feng [1 ]
Gao, Pengxiang [1 ]
Wang, Ruizong [1 ]
Ju, Xuehai [1 ]
Hu, Bingcheng [1 ]
Zhang, Chong [1 ]
机构：
[1] Nanjing Univ Sci & Technol, Sch Chem Engn, Nanjing 210094, Jiangsu, Peoples R China
来源：
ORGANIC LETTERS | 2025年 / 27卷 / 06期
基金：
中国国家自然科学基金;
关键词：
TETRAZOLES; FUNCTIONALIZATION; ISOCYANIDES; AMMONIA;
D O I：
10.1021/acs.orglett.5c00163
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An electrochemically driven Ugi-azide reaction was established via C(sp3)-H bond activation of tertiary amines to prepare alpha-aminomethyl tetrazoles within 2.5 h under mild conditions with remarkable tolerance of various functional groups. Besides, this electrochemical strategy not only obviated the needs of iodine, metal, and exogenous oxidant but possessed potential applicability of convenient large-scale synthesis. Mechanistic studies indicated both the alkyl carbon-centered radical generated at the anode and intramolecular [3 + 2] cycloaddition are key factors for this strategy.
引用
收藏
页码：1561 / 1567
页数：7
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