Facile synthesis of functionalized spiro[indoline-3,2'-oxiran]-2-ones by Darzens reaction

Abstract

A series of functionalized spiro[indoline-3,2'-oxiran]-2-ones was efficiently synthesized by Darzens reaction of phenacyl bromides with isatins both with N-alkyl groups and without N-substituent in the presence of potassium carbonate as a base catalyst. When two equivalents phenacyl bromides were used in the reaction, the N-substitution reaction of isatin also finished with the formation of spiro-oxirane-oxindoles. © 2013 Fu and Yan; licensee Beilstein-Institut.