Aza-Nazarov cyclization cascades

被引：32

作者：

Sai, Kiran Kumar Solingapuram ^{[1
]}

O'Connor, Matthew J. ^{[1
]}

Klumpp, Douglas A. ^{[1
]}

机构：

[1] No Illinois Univ, Dept Chem, De Kalb, IL 60115 USA

来源：

TETRAHEDRON LETTERS | 2011年 / 52卷 / 17期

基金：

美国国家科学基金会;

关键词：

Heterocycles; Aza-Nazarov; Superacid; N-Acyliminum ions; Cyclization;

D O I：

10.1016/j.tetlet.2010.11.164

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Benzamides with tethered acetal groups undergo reactions in CF3SO3H to give ring-fused isoindolinones by a cyclization cascade. The reaction initially forms an N-acyliminium ion which then gives the isoindolinone by the aza-Nazarov reaction. An unusual variant also cyclizes at the allylic position. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：2195 / 2198

页数：4

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