Tetrahedron

The photochemistry of N-phenyl phthalonimide: Formation of substituted dihydroisocoumarins in the presence of tertiary amines.

R Suau, EP de Inestrosa Villatoro

Index: Suau, Rafael; De Inestrosa Villatoro, Ezequiel P. Tetrahedron, 1995 , vol. 51, # 22 p. 6293 - 6302

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Citation Number: 6

Abstract

N-Phenyl phthalimide and 3, 4-Dihydroisocoumarins were obtained by irradiation of N- phenyl phthalonimide in the presence of tertiary amines. The δ-lactone structure was demonstrated via an alternative synthesis that gave the isomeric γ-lactone as well. The key steps of the photoreaction, and the role of the amine, oxygen and several potential intermediates are discussed.