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An efficient Synthesis of dispiro heterocycles from Claisen â??Schmidt adduct through 1, 3-dipolar cycloaddition protocol and study on its biological properties | Abstract
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Abstract

An efficient Synthesis of dispiro heterocycles from Claisen â??Schmidt adduct through 1, 3-dipolar cycloaddition protocol and study on its biological properties

Author(s): Augustine Arul Prasad T.*, Scholastica Mary Vithiya B. and Suganya Kumaresh K.

Intermolecular 1, 3-dipolarcycloaddition reaction of azomethine ylides, generated through decarboxylative route, with Claisen –Schmidt adducts dipolarophiles has been investigated. A new class of functionalized spiroheterocyclic framework has been generated with high regioselectivity. The structures were established by spectroscopic techniques as well as single crystal X-ray analysis. As a part of our ongoing research program in the area of cycloaddition reaction of azomethine ylides with Claisen –Schmidt adducts, we herein report the highly region and stereo selective synthesis of spiro- bis - arylidene cycloalkanone pyrrolidines through 1, 3 –dipolar cycloaddition protocol. The Spiro compounds obtained were characterized by 1H NMR, 13C NMR, Mass and the stereo chemical outcome of the regioselective product was ascertained by XRD studies. The synthesis was also tried under microwave conditions and the results are presented here. The compounds were subjected biological study and the results are promising.