Abstract

Geethanjali Kanagaraju, and Arumugam Thangamani*

DOI : http://dx.doi.org/10.13005/ojc/300421

Synthesis of a series of novel spiro pyrrolidines has been accomplished by 1, 3-dipolar cycloaddition reaction of azomethine ylide generated from phenylalanine and isatin with dipolarophiles  in good yield. The reaction proceeded with high regio and stereoselectivity. The products have been characterized by elemental analyses and spectroscopic techniques, namely IR, ¹H NMR and ¹³C NMR spectroscopies. Single crystal analysis of compounds 4k 2D-NMR analysis of compound 4k confirmed the structures of spiropyrrolidine derivatives. These compounds were evaluated for their antimicrobial activity. Most of the synthetic compounds exhibited good activity against microorganisms.

1; 3 dipolar cycloaddition; azomethine ylide; dipolarophiles; spiro pyrrolidines; antimicrobial activity

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