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A facile 1,3-dipolar cycloaddition of azomethine ylides to 2-arylidene-1,3-indanediones: Synthesis of dispiro-oxindolylpyrrolothiazoles and their antimycobacterial evaluation

โœ Scribed by Shanmugavel Uma Maheswari; Kamaraj Balamurugan; Subbu Perumal; Perumal Yogeeswari; Dharmarajan Sriram

Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
582 KB
Volume
20
Category
Article
ISSN
0960-894X

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โœฆ Synopsis

A facile 1,3-dipolar cycloaddition of azomethine ylide generated in situ from the reaction of 1,3-thiazolane-4-carboxylic acid and isatin to 2-arylidene-1,3-indanediones furnished novel dispiro-oxindolylpyrrolothiazoles regio-and stereo-selectively in moderate to good yields (60-92%). In vitro antitubercular screening of 27 compounds against Mycobacterium tuberculosis H37Rv (MTB) disclosed that spiro[5.3 0 ]-5 0 -nitrooxindolespiro-[6.3 00 ]-1H-inden-1 00 ,3 00 (2H)-dione-7-(4-bromophenyl)tetrahydro-1H-pyrrolo [1,2-c]

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