a mild and facile one-pot synthesis of n-methyl-3-acyl-pyrroles一种温和和n-methyl-3-acyl-pyrroles简单合成.pdfVIP

Molecules 2010, 15, 2972-2979; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article A Mild and Facile One-Pot Synthesis of N-Methyl-3-Acyl- Pyrroles Hassan Valizadeh * and Ashraf Fakhari Department of Chemistry, Faculty of Sciences, Azarbaijan University of Tarbiat Moallem, Tabriz, Iran * Author to whom correspondence should be addressed; E-mail: h-valizadeh@; Fax: +98-412-432-7541. Received: 28 February 2010; in revised form: 23 March 2010 / Accepted: 18 April 2010 / Published: 27 April 2010 Abstract: N-Methyl-3-acylpyrroles were synthesized via a multicomponent reaction of dimethylacetylene dicarboxylate (DMAD), N-methylhydroxylamine and acylchlorides in the presence of KHCO . For comparison both conventional and microwave protocols were 3 examined in this procedure. The reaction is clean and gives the products in good to excellent yields under conventional heating conditions at 40 ºC in anhydrous dichloromethane. Keywords: 3-acylpyrrole; multicomponent reaction; dimethylacetylene dicarboxylate 1. Introduction Pyrrole is one of the most important heterocyclic compounds, having become increasingly important in medicinal chemistry and organic synthesis [1-5]. Some of the recently isolated pyrrole- containing marine natural products have been found to exhibit considerable cytotoxicity and function as multi drug resistant (MDR) reversal agents