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Tetrabutylammonium Bromide Media Aza-Michael Addition of 1236-Tetrahydrophthalimide to Symmetrical Fumaric Esters and Acrylic Esters under Solvent-Free Conditions

机译：在无溶剂条件下将对称的富马酸酯和丙烯酸酯中的1236-四氢邻苯二甲酰亚胺四丁基溴化铵介质Aza-Michael加成

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摘要

The aza-Michael addition of 1,2,3,6-tetrahydrophthalimide with symmetrical fumaric esters has been performed efficiently in a solvent-free system at 100 °C and using 1,4-diazabicyclo[2.2.2]octane (DABCO) as a base in the presence of tetrabutylammonium bromide (TBAB). The products were obtained in good to high yields within 2.5-7.0 h. This reaction worked well on linear alkyl fumarates and was not effective with nonlinear alkyl fumarates. Although the reaction was also applicable to acrylates such as n-butyl acrylate, methacrylates and crotonates were not suitable Michael acceptors for this reaction.

机译：1,2,3,6-四氢邻苯二甲酰亚胺与对称富马酸酯的氮杂-迈克尔加成反应已在无溶剂系统中于100°C高效地进行，并且使用1,4-二氮杂双环[2.2.2]辛烷（DABCO）作为在四丁基溴化铵（TBAB）存在下的碱。在2.5-7.0小时内以良好至高收率获得产物。该反应对线性富马酸烷基酯效果很好，对非线性富马酸烷基酯无效。尽管该反应也适用于丙烯酸酯如丙烯酸正丁酯，但是甲基丙烯酸酯和巴豆酸酯不适用于该反应。

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期刊名称 Molecules
作者
Gholamhassan Imanzadeh; Farzaneh Ahmadi; Mohammadreza Zamanloo; Yagoub Mansoori;
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作者单位

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年(卷),期 2010(15),10
年度 2010
页码 7353–7362
总页数 10
原文格式 PDF
正文语种
中图分类分子生物学;
关键词
aza-Michael addition 1236-tetrahydrophthalimide fumaric ester tetrabutyl-ammonium bromide;

机译：氮杂-迈克尔加成;1236-四氢邻苯二甲酰亚胺;富马酸酯;四丁基溴化铵;

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专利

1. Tetrabutylammonium Bromide Media Aza-Michael Addition of 1,2,3,6-Tetrahydrophthalimide to Symmetrical Fumaric Esters and Acrylic Esters under Solvent-Free Conditions [J] . Farzaneh Ahmadi, Gholamhassan Imanzadeh, Mohammadreza Zamanloo, Molecules . 2010,第10期

机译：在无溶剂条件下，将对称的富马酸酯和丙烯酸酯中的1,2,3,6-四氢邻苯二甲酰亚胺四丁基溴化铵介质Aza-Michael加成
2. Aza-Michael Addition of Isatin and Phthalimide to Symmetrical Fumaric Esters in Ionic Liquid Media [J] . IMANZADEH Gholam Hassan, MOLLAEI TAVANA Mahdieh, ZAMANLOO Mohammad Reza, 中国化学（英文版） . 2009,第002期

机译：离子液体介质中对称的富马酸酯中的Isatin和邻苯二甲酰亚胺的Aza-Michael加成
3. Zinc oxide-tetrabutylammonium bromide tandem as a highly efficient, green, and reusable catalyst for the Michael addition of pyrimidine and purine nucleobases to α,β-unsaturated esters under solvent-free conditions [J] . Abdolkarim Zare, Alireza Hasaninejad, Mohammad Hassan Beyzavi Canadian Journal of Chemistry . 2008,第4期

机译：氧化锌-四丁基溴化铵串联反应是一种高效，绿色且可重复使用的催化剂，用于在无溶剂条件下将嘧啶和嘌呤核碱基迈克尔加成至α，β-不饱和酯
4. Integration of RSM model for optimization of immobilized lipase mediated solvent-free synthesis of flavour ester by genetic algorithm [C] . Garlapati Vijay Kumar, Vundavilli Pandu Ranga, Banerjee Rintu 2011 International Conference on Image Information Processing . 2011

机译：遗传算法集成RSM模型优化脂肪酶介导的无溶剂合成风味酯
5. New developments toward the synthesis of heterocycles and applications in green chemistry. I. A simple and essentially one-pot synthesis of N-aminated heterocycles using phase transfer catalyst (Aliquat-336). II. Synthesis of pharmaceutically important pyrrole derivatives. III. Applications in green chemistry: Surfactant-mediated environmentally friendly cleavage of aromatic esters and trans-esterification under solvent-free neutral conditions . [D] . Patel, Nitinchandra. 2005

机译：杂环合成的新进展及其在绿色化学中的应用。 I.使用相转移催化剂（Aliquat-336）简单且基本上一锅合成N-胺化的杂环。二。药学上重要的吡咯衍生物的合成。三，在绿色化学中的应用：在无溶剂的中性条件下，表面活性剂介导的环境友好的芳族酯裂解和酯交换反应。
6. Silica Sulfuric Acid Promotes Aza-Michael Addition Reactions under Solvent-Free Condition as a Heterogeneous and Reusable Catalyst [O] . Yan Wang, Yan-Qin Yuan, Sheng-Rong Guo 2009

机译：二氧化硅硫酸在无溶剂条件下促进多相和可重复使用的催化剂的氮杂-迈克尔加成反应
7. Tetrabutylammonium Bromide Media Aza-Michael Addition of 1,2,3,6-Tetrahydrophthalimide to Symmetrical Fumaric Esters and Acrylic Esters under Solvent-Free Conditions [O] . Mohammadreza Zamanloo, Yagoub Mansoori, Gholamhassan Imanzadeh, 2010

机译：在无溶剂条件下，四丁基溴化铵介质aza-michael在对称富马酸酯和丙烯酸酯中加成1,2,3,6-四氢邻苯二甲酰亚胺

Tetrabutylammonium Bromide Media Aza-Michael Addition of 1236-Tetrahydrophthalimide to Symmetrical Fumaric Esters and Acrylic Esters under Solvent-Free Conditions

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