Abstract

IrCl 3·3H 2O or FeCl 3-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-aminophthalate derivative.

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