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Type: Artigo de periódico
Title: Expeditious synthesis of 3,4-dihydroisocoumarins and phthalides using the Heck-Matsuda reaction
Author: da Penha, ET
Forni, JA
Biajoli, AFP
Correia, CRD
Abstract: Several 3,4-dihydroisocoumarins and phthalides were synthesized by an effective Heck-Matsuda reaction involving an ortho carboxybenzenediazonium salt with a series of styrenes bearing electron donating and electron withdrawing groups, methylvinyl ketone, and methyl acrylate. The reaction was carried out in an open-flask with 1% mol of palladium acetate in aqueous ethanol at similar to 80 degrees C, giving the correspondent 3-aryl-3,4-dihydroisocoumarins and phthalides with good overall yields. The electronic nature of the group attached to the olefin is a key feature for the regioselectivity of the cyclization step. (C) 2011 Elsevier Ltd. All rights reserved.
Subject: 3-Aryl-3,4-dihydroisocoumarins
Ortho carboxybenzenediazonium salt
Country: Inglaterra
Editor: Pergamon-elsevier Science Ltd
Citation: Tetrahedron Letters. Pergamon-elsevier Science Ltd, v. 52, n. 48, n. 6342, n. 6345, 2011.
Rights: fechado
Identifier DOI: 10.1016/j.tetlet.2011.09.014
Date Issue: 2011
Appears in Collections:Unicamp - Artigos e Outros Documentos

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