Cyclizations of N-carbamoyl and N-thiocarbamoyl iminium ions leading to ring-fused heterocycles

被引：5
作者：
Qarah, Ahmad [1 ]
Klumpp, Douglas A. [1 ]
机构：
[1] Northern Illinois Univ, Dept Chem & Biochem, De Kalb, IL 60115 USA
来源：
TETRAHEDRON LETTERS | 2016年 / 57卷 / 43期
基金：
美国国家科学基金会;
关键词：
Heterocycles; Superacid; N-Acyliminium ion; Electrophile; Cyclization; INTERMOLECULAR ADDITION-REACTIONS; ACYLIMINIUM IONS; UREA;
D O I：
10.1016/j.tetlet.2016.09.026
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
gamma-Ureidoacetals react in excess acid to give ring-fused heterocycles (12 examples, 46-93% yields) by intramolecular cyclizations. A mechanism is proposed involving N-carbamoyl iminium ions and related species. The mechanism is further examined by DFf calculations. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4788 / 4790
页数：3
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