An efficient domino one-pot synthesis of novel spirofuran-indenoquinoxalines by vinyltriphenylphosphonium salts

A simple and convenient multi-component domino reaction has been described for the synthesis of novel spirofuran-indenoquinoxaline derivatives. Products were obtained by a three-component condensation reaction between ninhydrin, aromatic 1,2-diamines and dialkyl ethynedicarboxylates in the presence...

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Bibliographic Details
Published in:Journal of chemical sciences (Bangalore, India) India), 2017-06, Vol.129 (6), p.691-698
Main Authors: Yazdani-Elah-Abadi, Afshin, Maghsoodlou, Malek-Taher, Mohebat, Razieh, Heydari, Reza
Format: Article
Language:English
Subjects:
Ambient temperature
Bonding
Cascade chemical reactions
Catalysis
Chemical synthesis
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Condensates
Derivatives
Diamines
Ninhydrin
Pharmacology
Regular Article
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Summary:A simple and convenient multi-component domino reaction has been described for the synthesis of novel spirofuran-indenoquinoxaline derivatives. Products were obtained by a three-component condensation reaction between ninhydrin, aromatic 1,2-diamines and dialkyl ethynedicarboxylates in the presence of a catalytic amount of triphenylphosphine in CH 2 Cl 2 at ambient temperature in excellent yields. This one-pot process produces biologically and pharmacologically significant heterocycles with the formation of five new bonds (one C–C, two C=N and two C–O) and two new rings in a single operation. Graphical Abstract
ISSN:0974-3626
0973-7103
DOI:10.1007/s12039-017-1292-4