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
收藏
页码：2195 / 2198
页数：4
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