Studies on 3-Substituted 1, 2-Benzisoxazole Derivatives. V. Electrophilic Substitutions of 1, 2-Benzisoxazole-3-acetic Acid

Abstract

The site of the electrophilic substitution of 1, 2-benzisoxazole-3-acetic acid (1) altered depending on species of electrophiles and reaction conditions. In halogenation, only the α-methylene group of 1 was substituted. In the chlorosulfonation, the α-methylene group was substituted at first and then the 5-position of the nucleus was substituted. On the other hand, in the nitration, the 5-position was substituted at first and the α-methylene group was substituted secondly.