Electrochemical Amidation: Benzoyl Hydrazine/Carbazate and Amine as Coupling Partners

被引:22
作者
Alam, Tipu [1 ]
Rakshit, Amitava [1 ]
Dhara, Hirendra Nath [1 ]
Palai, Angshuman [1 ]
Patel, Bhisma K. [1 ]
机构
[1] Indian Inst Technol Guwahati, Dept Chem, North Guwahati 781039, India
关键词
BOND FORMATION; ACYL; AMIDES; ACIDS;
D O I
10.1021/acs.orglett.2c02626
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An electrochemical amidation of benzoyl hydrazine/carbazate and primary/secondary amine as coupling partners via concomitant cleavage and formation of C(sp(2))-N bonds has been achieved. This methodology proceeds under metal- free and exogenous oxidant-free conditions producing N-2 and H-2 as byproducts. Mechanistic studies reveal the in situ generations of both acyl and N-centered radicals from benzoyl hydrazines and amines. The utility of this protocol is demonstrated through a large-scale, and synthesis of bezafibrate, a hyperlipidemic drug.
引用
收藏
页码:6619 / 6624
页数:6
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