BI-OAc-Accelerated C3-H Alkylation of Quinoxalin-2(1H)-ones under Visible-Light Irradiation

被引：128
|
作者：
He, Xiang-Kui [1 ,2 ]
Lu, Juan [1 ,2 ]
Zhang, Ai-Jun [1 ,2 ]
Zhang, Qing-Qing [1 ,2 ]
Xu, Guo-Yong [1 ,2 ]
Xuan, Jun [1 ,2 ,3 ]
机构：
[1] Anhui Univ, Coll Chem & Chem Engn, Anhui Prov Key Lab Chem Inorgan Organ Hybrid Func, Hefei 230601, Anhui, Peoples R China
[2] Anhui Univ, Coll Chem & Chem Engn, Key Lab Funct Inorgan Mat Anhui Prov, Hefei 230601, Anhui, Peoples R China
[3] Anhui Univ, Key Lab Struct & Funct Regulat Hybrid Mat, Minist Educ, Hefei 230601, Anhui, Peoples R China
来源：
ORGANIC LETTERS | 2020年 / 22卷 / 15期
基金：
中国国家自然科学基金;
关键词：
C-H ALKYLATION; HANTZSCH ESTERS; DECARBOXYLATIVE ALKYNYLATION; TRANSFER HYDROGENATION; PHOTOREDOX; REAGENTS; 4-ALKYL-1,4-DIHYDROPYRIDINES; ACIDS; CHEMISTRY; CATALYSIS;
D O I：
10.1021/acs.orglett.0c02080
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient, photoredox-catalyst-free radical alkylation of quinoxalin-2(1H)-ones has been described. This reaction utilizes 4-alkyl-1,4-dihydropyridines (R-DHPs) as alkyl radical precursors and acetoxybenziodoxole (BI-OAc) as an electron acceptor to undergo single-electron transfer with photoexcited R-DHPs. The benign conditions allow for good compatibility in the scope of both quinoxalin-2(1H)-ones and R-DHPs. The synthetic value of the protocol was also demonstrated by the successful functionalization of natural products and drug-based complex molecules
引用
收藏
页码：5984 / 5989
页数：6
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