Direct C-C Bond Cleavage of CH3CN as a Single-Carbon Synthon: Synthesis of Pyrrolo[1,2-a]quinoxalines via Electrochemical Oxidation

被引：3
作者：
Sun, Fengkai [1 ]
Miao, Man [1 ]
Li, Wenxue [1 ]
Lan, Xiao-Bing [1 ]
Yu, Jian-Qiang [1 ]
Zhang, Jian [1 ,2 ]
An, Zhenyu [1 ]
机构：
[1] Ningxia Med Univ, Minist Educ, Peptide & Prot Drug Res Ctr, Sch Pharm,Key Lab Protect Dev & Utilizat Med Resou, Yinchuan 750004, Peoples R China
[2] Shanghai Jiao Tong Univ, Sch Med, Med Chem & Bioinformat Ctr, Shanghai 200025, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2024年 / 366卷 / 22期
关键词：
Electrosynthesis; C-C bond cleavage; HAT reagent; Metal free; ACETONITRILE; DERIVATIVES; CYCLIZATION; DESIGN;
D O I：
10.1002/adsc.202400886
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A direct electrochemical redox reaction involving radical cross-coupling cyclization for the synthesis of pyrrolo[1,2-a]quinoxaline derivatives from 1-(2-aminophenyl)pyrroles and CH3CN has been developed, which includes the functionalization of C(sp(3))-H bonds as well as the construction of C-C and C-N bonds. Notably, the control and deuterium-labelling experiments suggest that CH3CN in this reaction acts as both a carbon source via C-C cleavage and solvent. The reaction features metal- and oxidant-free conditions, and various substituted pyrrolo[1,2-a]quinoxaline derivatives were obtained.
引用
收藏
页码：4649 / 4653
页数：5
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