On the Reactivity of N-Substituted Imidates Towards 1,4-Bisnucleophiles: An Experimental and Theoretical Study

被引：0

作者：

Sarra Ouni

Abderrahmen Abdelli

Anne Gaucher

Youssef Arfaoui

Damien Prim

Mohamed Lotfi Efrit

机构：

[1] Laboratoire de synthèse organique et hétérocyclique sélective-Evaluation d’activité biologique LR17ES01,Laboratoire de caractérisations, applications et modélisation des matériaux LR18ES08, Département de chimie, Faculté des sciences

[2] Université de Tunis El Manar,undefined

[3] Faculté des Sciences de Tunis,undefined

[4] Université Paris-Saclay,undefined

[5] UVSQ,undefined

[6] CNRS,undefined

[7] Institut Lavoisier de Versailles,undefined

[8] Université de Tunis El Manar,undefined

来源：

Chemistry Africa | 2022年 / 5卷

关键词：

Imidates; 1,4-Binucleophiles; Heterocycles; DFT;

D O I：

暂无

中图分类号：

学科分类号：

摘要：

This paper sets out to describe the reaction of N-acyl and N-ethoxycarbonyl imidates with 1,4-bisnucleophiles. The reaction selectively led to 5-membered heterocycles in good yields instead of expected 7-membered ring systems. Using mild reaction conditions, we synthesized 2-imidazoline, benzimidazolines, 2-oxazoline, 2-thiazoline and 2-dithiolane derivatives. Experimental results are supported by theoretical DFT calculations. Our approach has been further extended to 1,5 bis amines towards tetrahydropyrimidine scaffolds.[graphic not available: see fulltext]

引用

页码：1265 / 1273

页数：8

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