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
收藏
页码：598 / 602
页数：5
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