Nickel-Catalyzed Regio- and Stereospecific C-H Coupling of Benzamides with Aziridines

被引：18

作者：

Xu, Shibo ^{[1
]}

Hirano, Koji ^{[2
]}

Miura, Masahiro ^{[1
]}

机构：

[1] Osaka Univ, Inst Open & Transdisciplinary Res Initiat ICS OTR, Innovat Catalysis Sci Div, Suita, Osaka 5650871, Japan

[2] Osaka Univ, Grad Sch Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan

来源：

ORGANIC LETTERS | 2021年 / 23卷 / 14期

关键词：

EFFICIENT CATALYST; OPENING REACTION; ALKYLATION; ACTIVATION; ANNULATION; ARYLATION; ARENES; TRANSAMIDATION; COMPLEXES; EPOXIDES;

D O I：

10.1021/acs.orglett.1c01821

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A nickel-catalyzed C-H coupling of 8-aminoquinoline-derived benzamides with aryl- and alkyl-substituted aziridines has been disclosed. The current strategy provides direct access to benzolactams by the C-H alkylation-intramolecular amidation cascade event with the concomitant removal of the aminoquinoline auxiliary. The regioselectivity of ring opening of aziridines can be controlled by the substituents. The reaction with chiral aziridines proceeds with inversion of configuration, thus suggesting an S(N)2-type nucleophilic ring-opening pathway.

引用

页码：5471 / 5475

页数：5

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