Synlett 2013; 24(15): 1937-1940
DOI: 10.1055/s-0033-1339520
letter
© Georg Thieme Verlag Stuttgart · New York

Stereoselective Synthesis of New β-Lactams from 2-(1H-Pyrrol-1-yl)-1-propen-1-one as a Novel Ketene

Elaheh Babaei
a  Department of Chemistry, Shahid Bahonar University, 76169 Kerman, Iran   Fax: +98(341)3222033   Email: [email protected]
,
Mohammad Reza Islami*
a  Department of Chemistry, Shahid Bahonar University, 76169 Kerman, Iran   Fax: +98(341)3222033   Email: [email protected]
,
Maryam Kalantari
b  Department of Chemical engineering, Shahid Bahonar University, 76169 Kerman, Iran
› Author Affiliations
Further Information

Publication History

Received: 31 May 2013

Accepted after revision: 16 July 2013

Publication Date:
14 August 2013 (online)


Abstract

New trans-β-lactams have been stereoselectively prepared by the reaction of N-pyrrolylpropanoic acid with 2-chloro-1-methylpyridinium iodide and aromatic imines in the presence of triethylamine as a base via in situ generation of methyl-2-(1H-pyrrol-1-yl)ketene as a novel heteroarylketene. The trans-β-lactam was formed either as a single isomer or as the major isomer.

Supporting Information

 
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