Please use this identifier to cite or link to this item: http://localhost:8080/xmlui/handle/123456789/4619
Title: Palladium Catalyzed Ring-Opening of Diazabicylic Olefins with 4-Halo-1,3-Dicarbonyl Compounds: Accessing 3(2H)-Furanone-Appended Cyclopentenes
Authors: Omanakuttan, V K
Valsan, A
Hopf, H
John, J
Keywords: 3(2H)-furanone
diazabicyclic olefins
4-halo-1,3-dicarbonyl compounds
Issue Date: 13-Feb-2023
Publisher: MDPI
Citation: Organics; 4(1):70-85
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.
Appears in Collections:2023

Files in This Item:
File Description SizeFormat 
Palladium Catalyzed Ring-Opening of Diazabicylic Olefins with_OmanakuttanVK_Organics.pdf
  Restricted Access
1.91 MBAdobe PDFView/Open Request a copy

Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.