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Palladium Catalyzed Ring-Opening of Diazabicylic Olefins with 4-Halo-1,3-Dicarbonyl Compounds: Accessing 3(2H)-Furanone-Appended Cyclopentenes

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dc.contributor.author Omanakuttan, V K
dc.contributor.author Alisha, V
dc.contributor.author Henning, H
dc.contributor.author Jubi, J
dc.date.accessioned 2023-05-08T09:41:52Z
dc.date.available 2023-05-08T09:41:52Z
dc.date.issued 2023-02-13
dc.identifier.citation Organics; 4(1):70-85 en_US
dc.identifier.uri https://www.mdpi.com/2673-401X/4/1/6
dc.identifier.uri http://localhost:8080/xmlui/handle/123456789/4475
dc.description.abstract We have realized a Pd-catalyzed ring-opening of diazabicyclic olefins with 4-halo-1,3-dicarbonyl compounds. This reaction resulted in the formation of 3(2H)-furanone-appended hydrazino cyclopentenes. The reaction proceeds via the formation of a π-allylpalladium intermediate which is attacked by the active methylene species, and an intramolecular nucleophilic substitution in the 4-halo-1,3-dicarbonyl moiety furnishes the 3(2H)-furanone-substituted cyclopentene. We could extend this methodology to cyclopropane-appended spirotricyclic olefin for synthesizing 3(2H)-furanone-substituted spiro[2.4]hept-5-ene. en_US
dc.language.iso en en_US
dc.publisher MDPI en_US
dc.subject 3(2H)-furanone en_US
dc.subject diazabicyclic olefins en_US
dc.subject 4-halo-1,3-dicarbonyl compounds en_US
dc.title Palladium Catalyzed Ring-Opening of Diazabicylic Olefins with 4-Halo-1,3-Dicarbonyl Compounds: Accessing 3(2H)-Furanone-Appended Cyclopentenes en_US
dc.type Article en_US


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  • 2023
    Research articles authored by NIIST researchers published in 2023

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