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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.

SUBMITTER: Fu Q

PROVIDER: S-EPMC3678858 | biostudies-literature | 2013

REPOSITORIES: biostudies-literature

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

Fu Qin Q Yan Chao-Guo CG

Beilstein journal of organic chemistry 20130513

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. ...[more]

PMID: 23766807

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