Ketene generated from acetyl chloride or chloroacetyl chloride adds on indolyl Schiff's base double bond to afford 1-butyl-3-substituted-4-(2-aryl-1H-indol-3-yl)-2-azetidinones in THF. The reaction proceeds stereospecifically via concerted trans
Ketene generated from acylation reagent (II) adds on indolyl Schiff's base (I) to afford title compounds (III). The reaction takes place via concerted trans [2 + 2] thermal cycloaddition; the trans β-lactam isomers are formed stereospecifically in the case of chloroacetyl chloride. All products are screened for their antibacterial and antifungal activities. Promising results are observed for (IIIa) and (IIId). -(PATHAK*, V. N.; GUPTA, R.; GARG, M.; Heteroat. Chem. 15 (2004) 7, 494-501; Dep. Chem., Univ. Rajasthan, Jaipur 302 004, India; Eng.) -H. Haber 13-122
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