Bronsted Acid-Catalyzed (4+3) Cyclization of N,N'-Cyclic Azomethine Imines with Isatoic Anhydrides

被引：30

作者：

Li, Can ^{[1
]}

Wang, Cong-Shuai ^{[1
]}

Li, Tian-Zhen ^{[1
]}

Mei, Guang-Jian ^{[1
]}

Shi, Feng ^{[1
]}

机构：

[1] Jiangsu Normal Univ, Sch Chem & Mat Sci, Xuzhou 221116, Jiangsu, Peoples R China

来源：

ORGANIC LETTERS | 2019年 / 21卷 / 03期

关键词：

ENANTIOSELECTIVE 1,3-DIPOLAR CYCLOADDITION; ORTHO-QUINONE METHIDES; STEREOSELECTIVE-SYNTHESIS; KINETIC RESOLUTION; VINYL AZIRIDINES; ANNULATION; ALKYNES; YLIDES; ACCESS;

D O I：

10.1021/acs.orglett.8b03604

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A Bronsted acid-catalyzed (4 + 3) cyclization of N,N'-cyclic azomethine imines with isatoic anhydrides has been discovered, which constructs seven-membered nitrogenous heterocyclic frameworks with overall high yields (up to 98% yield). This reaction represents a rarely reported (4 + 3) cyclization of N,N'-cyclic azomethine imines, which involves the reassembly of a C-N bond. In addition, this reaction has also accomplished the unprecedented (4 + 3) cyclization of isatoic anhydrides.

引用

页码：598 / 602

页数：5

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