SYNTHESIS OF 1-(1-ARYLSULFANYLALKYL)INDOLES AND 2,2-BIS[1-(1-ARYLSULFANYLALKYL)INDOL-3-YL]PROPANES BY ACID-CATALYZED REACTIONS OF INDOLES WITH ARYL VINYL SULFIDES

摘要

We report a facile synthesis of 1-(1-arylsulfanylalkyl)indoles and 2,2-bis[1-(1-arylsulfanylalkyl)indol-3-yl]propanes under mild conditions. Thus, treatment of 3-substituted indoles with aryl vinyl sulfides in dichloromethane at room temperature in the presence of a catalytic amount of (±)-camphor-10-sulfonic acid yields the former indole derivatives in moderate to fair yields. 3-Nonsubstituted indoles can be transformed into the latter indole derivatives in satisfactory yields on treatment with excess aryl vinyl sulfides in the presence of a catalytic amount of the acid under similar conditions.