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Synthesis of Isocoumarin via PTSA-Catalyzed Annulation of Diarylalkynes

Gaëlle Le Bras, Abdallah Hamze, Samir Messaoudi, Olivier Provot*, Pierre-Benoît Le Calvez, Jean-Daniel Brion, Mouâd Alami*

*Laboratoire de Chimie Thérapeutique, Faculté de Pharmacie, Université Paris-Sud XI, CNRS, BioCIS, UMR 8076, rue J. B. Clément, 92296 Châtenay-Malabry, France, Email: olivier.provotu-psud.fr, mouad.alamiu-psud.fr

G. Le Bras, A. Hamze, S. Messaoudi, O. Provot, P.-B. Le Calvez, J.-D. Brion, M. Alami, Synthesis, 2008, 1607-1611.

DOI: 10.1055/s-2008-1072575


Abstract

p-Toluenesulfonic acid (PTSA) in ethanol was used as a mild acid catalyst for the annulation of various functionalized diarylalkynes under microwave irradiation. This metal-free process allowed the synthesis of various 3-aryl-substituted isocoumarins in good yields.

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Key Words

alkynes, annulations, isocoumarins, isochromenes, microwave synthesis


ID: J66-Y2008-1310