Copper-catalyzed benzylic C-H amidation of toluene derivatives with N-(8-quinolyl)amides through C(sp3)-H/N-H cross dehydrogenative coupling

被引：2
|
作者：
Ji, Huihui [1 ]
Wang, Zhigang [1 ]
Zhan, Hongju [2 ]
Fang, Zeguo [1 ]
Zhang, Qian [1 ]
Li, Dong [1 ]
机构：
[1] Hubei Univ Technol, Sch Mat & Chem Engn, New Mat & Green Mfg Talent Intro & Innovat Demonst, Wuhan 430068, Peoples R China
[2] Jingchu Univ Technol, Hubei Prov Key Lab Drug Synth & Optimizat, Jingmen 448000, Peoples R China
来源：
TETRAHEDRON | 2022年 / 127卷
关键词：
Copper; Toluene; Benzylic C-H bond; Amidation; Cross dehydrogenative coupling; AMINO-BETA-LACTAMS; STEREOSELECTIVE-SYNTHESIS; INTRAMOLECULAR AMINATION; SEQUENTIAL MONOARYLATION/AMIDATION; C(SP(3))-H BONDS; SIMPLE ETHERS; FUNCTIONALIZATION; ACTIVATION; ACIDS; PICOLINAMIDES;
D O I：
10.1016/j.tet.2022.133066
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient benzylic C-H amidation method was developed through copper-catalyzed C(sp3)-H/N-H cross dehydrogenative coupling between toluene derivatives and N-(8-quinolyl)amides. The 8-quinolyl group directed the activation of N-H bond without influence of quinoline C-H bonds or remote C(sp3)-H bonds. The reaction also showed broad substrate scope with good functional group compati-bility, producing various functionalized N-benzyl tertiary amides.(c) 2022 Elsevier Ltd. All rights reserved.
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页数：8
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