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International Journal of Bio-Inorganic Hybrid Nanomaterials
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(2014). A Three-Component 1,3-Dipolar Cycloaddition Reaction of Azomethine Ylide for Synthesis of New Bis-spiro-oxindolo(pyrrolizidines/pyrrolidines) Derivatives. International Journal of Bio-Inorganic Hybrid Nanomaterials, 3(4), 231-238.
. "A Three-Component 1,3-Dipolar Cycloaddition Reaction of Azomethine Ylide for Synthesis of New Bis-spiro-oxindolo(pyrrolizidines/pyrrolidines) Derivatives". International Journal of Bio-Inorganic Hybrid Nanomaterials, 3, 4, 2014, 231-238.
(2014). 'A Three-Component 1,3-Dipolar Cycloaddition Reaction of Azomethine Ylide for Synthesis of New Bis-spiro-oxindolo(pyrrolizidines/pyrrolidines) Derivatives', International Journal of Bio-Inorganic Hybrid Nanomaterials, 3(4), pp. 231-238.
A Three-Component 1,3-Dipolar Cycloaddition Reaction of Azomethine Ylide for Synthesis of New Bis-spiro-oxindolo(pyrrolizidines/pyrrolidines) Derivatives. International Journal of Bio-Inorganic Hybrid Nanomaterials, 2014; 3(4): 231-238.

A Three-Component 1,3-Dipolar Cycloaddition Reaction of Azomethine Ylide for Synthesis of New Bis-spiro-oxindolo(pyrrolizidines/pyrrolidines) Derivatives

Article 6, Volume 3, Issue 4, Winter 2014, Page 231-238  XML PDF (412.75 K)
Document Type: Research Paper
Abstract
The development of multicomponent reactions (MCRs) designed to produce elaborate biologically active compounds has become an important area of research in organic, combinatorial, and medicinal chemistry. A comparative study of the synthesis of new bis-spiro-oxindolo(pyrrolizidines/pyrrolidines) ring systems by the cycloaddition of azomethine ylides generated by a decarboxylative route from sarcosine/proline and isatin with the bis-chalcone using various conditions is described. As part of our endeavor to synthesize new bis-spiro-oxindolo(pyrrolizidines/pyrrolidines) derivatives containing two spiro carbons which often enhances the biocidal profile or may create new medicinal properties remarkably. Herein we report the facile synthesis of bis-spiro-oxindolo(pyrrolizidines/pyrrolidines) derivatives, in a highly regio- and stereoselective manner through 1,3-dipolar cycloaddition reaction of bis-dipolarophiles with the 1,3-dipole generated from isatin derivatives and secondary amino acids (L-proline or sarcosine). The structures of cycloaddition products were assigned by IR, 1HNMR, 13CNMR and Mass spectral data.
Keywords
Azomethine ylides; Bis-dipolarophiles; Bis-spiro-oxindolo(pyrrolizidines/pyrrolidines); Sarcosine; Proline
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