Single-step synthesis of 4-phenyl and 3,4-dihydro-4-phenyl coumarins using a recyclable Preyssler heteropolyacid catalyst under solvent-free reaction conditions

Single-step synthesis of 4-phenyl and 3,4-dihydro-4-phenyl coumarins using a recyclable Preyssler... Res Chem Intermed (2015) 41:10109–10123 DOI 10.1007/s11164-015-2016-3 Single-step synthesis of 4-phenyl and 3,4-dihydro-4- phenyl coumarins using a recyclable Preyssler heteropolyacid catalyst under solvent-free reaction conditions 1 2 • • Ange´lica M. Escobar Diego M. Ruiz 2 1,2 Juan C. Autino Gustavo P. Romanelli Received: 8 February 2015 / Accepted: 13 March 2015 / Published online: 17 April 2015 Springer Science+Business Media Dordrecht 2015 Abstract 4-Phenyl and 3,4-dihydro-4-phenylcoumarins were prepared by direct es- terification of phenols with phenylpropiolic and cinnamic acids, respectively, using a compound with Preyssler structure (H P NaW O ) (PA) as heterogeneous catalyst 14 5 30 110 under solvent-free reaction conditions, at 130 C, in a short reaction time (2 h). Under these conditions, very good yields (11 examples: 61 %–90 %), free of secondary products, were obtained. The catalyst is recyclable, nontoxic, neither air nor moisture sensitive, and easy to handle. The described methodology is a clean and useful alter- native to synthesize oxygenated heterocycles based on a coumarin skeleton. Graphical abstract OH O O O O H P NaW O 14 5 30 110 H P NaW O 14 5 30 110 CO H CO H 1 1 130 ºC, solvent-free 130 ºC, solvent-free http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

Single-step synthesis of 4-phenyl and 3,4-dihydro-4-phenyl coumarins using a recyclable Preyssler heteropolyacid catalyst under solvent-free reaction conditions

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Publisher
Springer Netherlands
Copyright
Copyright © 2015 by Springer Science+Business Media Dordrecht
Subject
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1007/s11164-015-2016-3
Publisher site
See Article on Publisher Site

Abstract

Res Chem Intermed (2015) 41:10109–10123 DOI 10.1007/s11164-015-2016-3 Single-step synthesis of 4-phenyl and 3,4-dihydro-4- phenyl coumarins using a recyclable Preyssler heteropolyacid catalyst under solvent-free reaction conditions 1 2 • • Ange´lica M. Escobar Diego M. Ruiz 2 1,2 Juan C. Autino Gustavo P. Romanelli Received: 8 February 2015 / Accepted: 13 March 2015 / Published online: 17 April 2015 Springer Science+Business Media Dordrecht 2015 Abstract 4-Phenyl and 3,4-dihydro-4-phenylcoumarins were prepared by direct es- terification of phenols with phenylpropiolic and cinnamic acids, respectively, using a compound with Preyssler structure (H P NaW O ) (PA) as heterogeneous catalyst 14 5 30 110 under solvent-free reaction conditions, at 130 C, in a short reaction time (2 h). Under these conditions, very good yields (11 examples: 61 %–90 %), free of secondary products, were obtained. The catalyst is recyclable, nontoxic, neither air nor moisture sensitive, and easy to handle. The described methodology is a clean and useful alter- native to synthesize oxygenated heterocycles based on a coumarin skeleton. Graphical abstract OH O O O O H P NaW O 14 5 30 110 H P NaW O 14 5 30 110 CO H CO H 1 1 130 ºC, solvent-free 130 ºC, solvent-free

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Apr 17, 2015

References

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