Next Article in Journal
Synthesis of Some New bis-Schiff Bases of Isatin and 5-Fluoroisatin in a Water Suspension Medium
Previous Article in Journal
Synthesis of Some New 2-(3-Aryl-1-phenyl-4-pyrazolyl)-benzoxazoles Using Hypervalent Iodine Mediated Oxidative Cyclization of Schiff’s Bases
Molecules 2006, 11(1), 49-58; doi:10.3390/11010049
Article

Synthesis of Novel N-Sulfonyl Monocyclic β-Lactams as Potential Antibacterial Agents

*  and
Department of Chemistry, College of Sciences, Shiraz University, Shiraz 71454, Iran
* Author to whom correspondence should be addressed.
Received: 9 March 2005 / Revised: 12 December 2005 / Accepted: 14 December 2005 / Published: 31 January 2006
View Full-Text   |   Download PDF [225 KB, uploaded 18 June 2014]   |  

Abstract

New cis monocyclic β-lactams were synthesized by [2+2] Staudinger cycloaddition reactions of the imine (3,4-dimethoxybenzylidene)-(4-methoxyphenyl)- amine and ketenes derived from different acyl chlorides and Et3N. These monocyclic β-lactams were then cleaved by ceric ammonium nitrate (CAN) to give NH-monocyclic β-lactams, which in turn were converted to N-sulfonyl monocyclic β-lactams by treatment with four different sulfonyl chlorides in the presence of Et3N and 4,4-dimethyl- aminopyridine (DMAP).
Keywords: 2-Azetidinones; N-Sulfonyl β-lactams; Ketene; Imine; CAN; DMAP 2-Azetidinones; N-Sulfonyl β-lactams; Ketene; Imine; CAN; DMAP
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
SciFeed

Share & Cite This Article

Further Mendeley | CiteULike
Export to BibTeX |
EndNote |
RIS
MDPI and ACS Style

Jarrahpour, A.; Zarei, M. Synthesis of Novel N-Sulfonyl Monocyclic β-Lactams as Potential Antibacterial Agents. Molecules 2006, 11, 49-58.

View more citation formats

Related Articles

Article Metrics

For more information on the journal, click here

Comments

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert