Regioselective synthesis of novel dispiropyrrolidine and dispiropyrrolizidine oxindole derivatives azomethine ylide specific [3+2]-cycloaddition

Structurally complex spiro analogues of indenoquinoxaline have been synthesized via the cycloaddition reaction of azomethine ylides with alkyl indeno[2,1- b ]quinoxalin-11-ylidene acetate dipolarophiles in a highly regioselective and stereoselective manner. The structure and relative stereochemistry...

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Bibliographic Details
Published inRSC advances Vol. 4; no. 5; pp. 2263 - 2266
Main Authors Lanka, Srinu, Thennarasu, Sathiah, Perumal, Paramasivan T
Format Journal Article
Published 08.10.2014
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Summary:Structurally complex spiro analogues of indenoquinoxaline have been synthesized via the cycloaddition reaction of azomethine ylides with alkyl indeno[2,1- b ]quinoxalin-11-ylidene acetate dipolarophiles in a highly regioselective and stereoselective manner. The structure and relative stereochemistry of the cycloadducts were confirmed using 1 H and 13 C-NMR spectroscopic methods, and single crystal X-ray diffraction studies. Structurally complex spiro analogues of indenoquinoxaline have been synthesized in a highly regioselective and stereoselective manner via specific [3 + 2]-dipolar cycloaddition.
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C NMR, mass analytical data given in the ESI section. See DOI
10.1039/c3ra44953j
Electronic supplementary information (ESI) available: The
H NMR
ISSN:2046-2069
DOI:10.1039/c3ra44953j