InCl3-mediated eco-friendly three-component domino reaction for synthesis of highly functionalized triazolylspiroxindolinopyrans and triazolylpyrans under solvent-free conditions

Jayabal Kamalraja; Potharaj Murugasan; Paramasivan Thirumalai Perumal

doi:10.1039/C4RA01524J

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InCl₃-mediated eco-friendly three-component domino reaction for synthesis of highly functionalized triazolylspiroxindolinopyrans and triazolylpyrans under solvent-free conditions†

Jayabal Kamalraja,^a Potharaj Murugasan^a and Paramasivan Thirumalai Perumal*^a

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* Corresponding authors

^a Organic Chemistry Division, CSIR-Central Leather Research Institute, Adyar, Chennai 600020, Tamilnadu, India
E-mail: ptperumal@gmail.com
Fax: +91 44 24911589

Abstract

A one pot domino protocol has been developed for the efficient synthesis of novel triazolylspiroxindolinopyrans and triazolylpyran derivatives. The synthesis was achieved by reacting phenacyltriazole, isatin/aromatic aldehyde and active methylene compounds in the presence of InCl₃ under solvent-free conditions at 100 °C. This novel strategy affording biologically relevant heterocyclic compounds presumably involves Knoevenagel condensation/Michael addition/6-exo-dig-cyclisation sequences.

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Article information

DOI: https://doi.org/10.1039/C4RA01524J
Article type: Paper
Submitted: 21 Feb 2014
Accepted: 04 Apr 2014
First published: 07 Apr 2014

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RSC Adv., 2014,4, 19422-19432

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InCl₃-mediated eco-friendly three-component domino reaction for synthesis of highly functionalized triazolylspiroxindolinopyrans and triazolylpyrans under solvent-free conditions

J. Kamalraja, P. Murugasan and P. T. Perumal, RSC Adv., 2014, 4, 19422 DOI: 10.1039/C4RA01524J

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