Next Article in Journal
Chemometric Studies on Natural Products as Potential Inhibitors of the NADH Oxidase from Trypanosoma cruzi Using the VolSurf Approach
Previous Article in Journal
Plant Phenolics: Extraction, Analysis and Their Antioxidant and Anticancer Properties
Article Menu

Article Versions

Export Article

Open AccessArticle
Molecules 2010, 15(10), 7353-7362; doi:10.3390/molecules15107353

Tetrabutylammonium Bromide Media Aza-Michael Addition of 1,2,3,6-Tetrahydrophthalimide to Symmetrical Fumaric Esters and Acrylic Esters under Solvent-Free Conditions

Department of Chemistry, College of Science, University of Mohaghegh Ardabili, 56199-11367, Ardabil, Iran
*
Author to whom correspondence should be addressed.
Received: 19 September 2010 / Revised: 11 October 2010 / Accepted: 11 October 2010 / Published: 21 October 2010
Download PDF [184 KB, uploaded 18 June 2014]   |  

Abstract

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.
Keywords: aza-Michael addition; 1,2,3,6-tetrahydrophthalimide; fumaric ester; tetrabutyl-ammonium bromide aza-Michael addition; 1,2,3,6-tetrahydrophthalimide; fumaric ester; tetrabutyl-ammonium bromide
Figures

This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

Scifeed alert for new publications

Never miss any articles matching your research from any publisher
  • Get alerts for new papers matching your research
  • Find out the new papers from selected authors
  • Updated daily for 49'000+ journals and 6000+ publishers
  • Define your Scifeed now

SciFeed Share & Cite This Article

MDPI and ACS Style

Imanzadeh, G.; Ahmadi, F.; Zamanloo, M.; Mansoori, Y. Tetrabutylammonium Bromide Media Aza-Michael Addition of 1,2,3,6-Tetrahydrophthalimide to Symmetrical Fumaric Esters and Acrylic Esters under Solvent-Free Conditions. Molecules 2010, 15, 7353-7362.

Show more citation formats Show less citations formats

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top