Abstract
The photochemistry of the anti-inflammatory drug Indomethacin ( N-( para-chlorobenzoyl)-5-methoxy-2-methylindole-3-acetic acid ( 1) was investigated. Unlike previously examined N-carbonyl-substituted indoles, which undergo photo-Fries rearrangement and photocycloaddition to alkenes, Indomethacin yields products derived from photochemical decarboxylation of the acetic acid side chain. Indomethacin also exhibits unusual long wavelength fluorescence which is ascribed to a charge transfer singlet excited state.
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