Synthesis of novel N-sulfonyl monocyclic beta-lactams as potential antibacterial agents
Aliasghar Jarrahpour1, Maaroof Zarei
1Department of Chemistry, College of Sciences, Shiraz University, Shiraz 71454, Iran. jarrah@susc.ac.ir
Abstract:
New cis monocyclic beta-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 beta-lactams were then cleaved by ceric ammonium nitrate (CAN) to give NH-monocyclic beta-lactams, which in turn were converted to N-sulfonyl monocyclic beta-lactams by treatment with four different sulfonyl chlorides in the presence of Et3N and 4,4-dimethyl-aminopyridine (DMAP).
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