IrCl 3 or FeCl 3-catalyzed convenient synthesis of 3-hydroxyphthalates

H Shinohara, M Sonoda, S Atobe, H Masuno…

Index: Shinohara, Hiroyuki; Sonoda, Motohiro; Atobe, Shingo; Masuno, Haruna; Ogawa, Akiya Tetrahedron Letters, 2011 , vol. 52, # 47 p. 6238 - 6241

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Citation Number: 15

Abstract

IrCl3· 3H2O or FeCl3-catalyzed convenient synthesis of 3-hydroxyphthalates has been achieved by a Diels–Alder reaction of furans with dimethyl acetylenedicarboxylate, followed by ring-opening aromatization reaction of the Diels–Alder adducts, 7-oxabicyclo [2.2. 1] hepta-2, 5-diene derivatives. In addition, 7-azabicyclo [2.2. 1] hepta-2, 5-diene derivative, derived from N-Boc-pyrrole and dimethyl acetylenedicarboxylate, also converted into 3- ...