Synthesis and antimicrobial evaluation of novel benzo[b]thiophenes comprising β-lactam nucleus

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 benzene...

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Bibliographic Details
Published in:Medicinal chemistry research 2012-07, Vol.21 (7), p.1471-1479
Main Authors: Trivedi, Amit R., Desai, Jignesh M., Dholariya, Bipin H., Dodiya, Dipti K., Shah, Viresh H.
Format: Article
Language:English
Subjects:
Biochemistry
Biomedical and Life Sciences
Biomedicine
Cell Biology
Original Research
Pharmacology/Toxicology
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Summary: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.
ISSN:1054-2523
1554-8120
DOI:10.1007/s00044-011-9669-2