Tetrahedron Letters

Expeditious synthesis of 3, 4-dihydroisocoumarins and phthalides using the Heck–Matsuda reaction

ET da Penha, JA Forni, AFP Biajoli, CRD Correia

Index: Da Penha, Eduardo T.; Forni, Jose Augusto; Biajoli, Andre F.P.; Correia, Carlos Roque D. Tetrahedron Letters, 2011 , vol. 52, # 48 p. 6342 - 6345

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Citation Number: 20

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∼ 80° C, giving the correspondent 3-aryl-3, 4-dihydroisocoumarins ...