Issue 11, 2015

A novel one pot four-component reaction for the efficient synthesis of spiro[indoline-3,4′-pyrano[2,3-c]pyrazole]-3′-carboxylate and trifluoromethylated spiro[indole-3,4′-pyrano[2,3-c]pyrazole] derivatives using recyclable PEG-400

Abstract

A novel, simple and efficient synthetic protocol has been developed for the synthesis of spiro[indoline-3,4′-pyrano[2,3-c]pyrazole]-3′-carboxylate and trifluoromethylated spiro[indole-3,4′-pyrano[2,3-c]pyrazole] derivatives via a one pot, four-component reaction using recyclable polyethylene glycol (PEG-400). This new protocol produces novel spiro pyranopyrazole derivatives in good to excellent yields, with operational simplicity and recycling of PEG-400. The remarkable features of this methodology are high yields, an easy work-up process, and a greener method that avoids toxic catalyst and hazardous solvents.

Graphical abstract: A novel one pot four-component reaction for the efficient synthesis of spiro[indoline-3,4′-pyrano[2,3-c]pyrazole]-3′-carboxylate and trifluoromethylated spiro[indole-3,4′-pyrano[2,3-c]pyrazole] derivatives using recyclable PEG-400

Supplementary files

Article information

Article type
Paper
Submitted
08 Jun 2015
Accepted
02 Sep 2015
First published
04 Sep 2015

New J. Chem., 2015,39, 8978-8983

Author version available

A novel one pot four-component reaction for the efficient synthesis of spiro[indoline-3,4′-pyrano[2,3-c]pyrazole]-3′-carboxylate and trifluoromethylated spiro[indole-3,4′-pyrano[2,3-c]pyrazole] derivatives using recyclable PEG-400

K. Karnakar, K. Ramesh, K. H. V. Reddy, B. S. P. Anil Kumar, J. B. Nanubonula and Y. V. D. Nageswar, New J. Chem., 2015, 39, 8978 DOI: 10.1039/C5NJ01448D

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