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

页码：5984 / 5989

页数：6

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