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Molecules 2006, 11(1), 49-58; doi:10.3390/11010049
Article

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

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Received: 9 March 2005 / Revised: 12 December 2005 / Accepted: 14 December 2005 / Published: 31 January 2006
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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
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Jarrahpour, A.; Zarei, M. Synthesis of Novel N-Sulfonyl Monocyclic β-Lactams as Potential Antibacterial Agents. Molecules 2006, 11, 49-58.

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