Abstract
Synthesis, structural characterization, and biological activity studies of benzo[b]thiophene derivatives containing β-lactam nucleus are described. Cycloaddition of azomethines (4a–j) to in situ-generated ketenes from 2,4-dichlorophenoxyacetic acid, in the presence of triethylamine and benzenesulfonyl chloride afforded the title compounds (5a–j). The stereochemical course of reaction depends on both the substituents on the ketenes as well as on the imines. The mechanism for the formation of cis/trans derivative is presented.
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Acknowledgements
The authors are grateful to the Professor and Head, Department of Chemistry, Saurashtra University, Rajkot for providing the research facilities and University Grant Commission, New Delhi for funding the Major Research Project (Sanction No. 32-254/2006).
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Trivedi, A.R., Desai, J.M., Dholariya, B.H. et al. Synthesis and antimicrobial evaluation of novel benzo[b]thiophenes comprising β-lactam nucleus. Med Chem Res 21, 1471–1479 (2012). https://doi.org/10.1007/s00044-011-9669-2
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DOI: https://doi.org/10.1007/s00044-011-9669-2