Reactivity of 3-Haloindolenines (I)

3-Haloindolenine의 반응성에 관한 연구(I)

Reaction of 3-chloroindolenine with acetic acid gives oxindole and acetoxyindole. Similar treatment of 3-bromoindolenine affords 6-bromoindole. Reaction of 3-chloro-and 3-bromoindolenine with methanolic sodium hydroxide gives 3-methoxyindolenine, 2-methoxyindolenine and oxindole. Thermal reaction of 3-bromoindolenine in 1, 1', 2, 2'-tetrachloroethane gives 6-bromoindole but no reaction is occurred in 3-chloroindolenine. Photolysis of 3-chloroindolenine gives indole, 4-, 5- and 7-chloroindole.