Tetrahedron

Effects of aromatic substituents on the photocleavage of 1-acyl-7-nitroindolines

G Papageorgiou, JET Corrie

Index: Papageorgiou, George; Corrie, John E.T Tetrahedron, 2000 , vol. 56, # 41 p. 8197 - 8205

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Citation Number: 92

Abstract

Photolysis of 1-acyl-7-nitroindolines in aqueous solution gives a carboxylic acid and a 7- nitrosoindole. These compounds are useful as photolabile precursors of carboxylic acids, particularly neuroactive amino acids. The effect of electron-donating substituents at the 4- position has been explored for its effect on photolysis efficiency. 4-Methoxy substitution improved the photolysis efficiency> 2-fold but the 4-dimethylamino analogue was ...