Merging Quinoxalin-2(1H)-ones Excitation with Cobaloxime Catalysis: C3 Alkylation of Quinoxalin-2(1H)-ones with Unactivated Alkyl Iodides and Carboxylic Acids under Light

被引:1
|
作者
Cao, Shuo [1 ]
Chen, Jia-Xin [1 ]
Zhang, Xiu-Li [1 ]
Song, Xian [1 ]
Song, Wen-Yu [1 ]
Wu, Yu-Sheng [1 ]
Zhang, Yan-Hui [2 ]
Liu, Zan [1 ]
机构
[1] Shandong Second Med Univ, Sch Pharm, Weifang 261053, Peoples R China
[2] Shandong Second Med Univ, Sch Med Imaging, Weifang 261053, Peoples R China
关键词
PHOTOREDOX CATALYSIS; H ALKYLATION; METAL; FUNCTIONALIZATION; QUINOXALINONE; HETEROARENES; DERIVATIVES; ARYLATION; HALIDES; BIOMASS;
D O I
10.1021/acs.orglett.4c02021
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reported herein is a practical, economical, and efficient construction of 3-alkylated quinoxalin-2(1H)-ones with alkyl carboxylic acids and alkyl iodides by quinoxalin-2(1H)-one excitation and cobaloxime catalysis. Primary, secondary, and tertiary alkyl iodides and carboxylic acids all could be efficiently transferred into target products with excellent functional group tolerance. Mechanism studies reveal that the quinoxalin-2(1H)-one derivatives could be directly excited and yield alkyl carbon radicals from alkyl carboxylic acids and alkyl iodides with the aid of the cobaloxime complex.
引用
收藏
页码:5833 / 5838
页数:6
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