4.4 Article

Microwave-assisted InCl3-catalyzed Meyer-Schuster rearrangement of propargylic aryl carbinols in aqueous media: a green approach to α,β-unsaturated carbonyl compounds

Journal

TETRAHEDRON LETTERS
Volume 50, Issue 33, Pages 4773-4776

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.06.040

Keywords

The Meyer-Schuster rearrangement; Propargylic aryl carbinols; alpha,beta-Unsaturated carbonyl compounds; Indium(III) chloride; MW-assisted synthesis; Water as solvent; Isomerization reactions

Funding

  1. Ministerio de Ciencia e Innovacion (MICINN) [CTQ2006-08485/BQU]
  2. Consolider Ingenio 2010 [CSD2007-00006]
  3. Gobierno del Principado de Asturias
  4. FICYT [IB08-036]
  5. European Social Fund

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A novel, efficient, simple and environmentally benign protocol for the Meyer-Schuster isomerization of propargylic aryl carbinols into of alpha,beta-unsaturated carbonyl compounds has been developed using catalytic amounts of InCl3 pure water as the solvent, and microwave irradiation as the heating source. (C) 2009 Elsevier Ltd. All rights reserved.

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