A Mild and Efficient Route
to 2-Azetidinones Using the Cyanuric Chloride-DMF Complex

Maaroof Zarei; Aliasghar Jarrahpour

doi:10.1055/s-0030-1289517

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Synlett 2011(17): 2572-2576
DOI: 10.1055/s-0030-1289517

LETTER

A Mild and Efficient Route to 2-Azetidinones Using the Cyanuric Chloride-DMF Complex

Maaroof Zarei^a, Aliasghar Jarrahpour*^b
^a Department of Chemistry, College of Sciences, Hormozgan University, Bandar Abbas 71961, Iran
^b Department of Chemistry, College of Sciences, Shiraz University, Shiraz 71454, Iran
Fax: +98(711)228 0926; e-Mail: jarrah@susc.ac.ir; e-Mail: aliasghar6683@yahoo.com ;

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Publikationsverlauf

Received 10 June 2011
Publikationsdatum:
06. Oktober 2011 (online)

Abstract
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Abstract

Efficient conversion of Schiff bases and carboxylic acids to β-lactams can be carried out at room temperature in CH₂Cl₂, using a cyanuric chloride-N,N-dimethyl formamide complex. The complex is easily prepared by reaction of cyanuric chloride and DMF, an inexpensive reagent, at room temperature. Optimization of conditions and comparison of yield with cyanuric chloride were performed.

Key words

2-azetidinone - β-lactam - Staudinger reaction - cyanuric chloride - Schiff base

Supporting Information

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Supporting Information