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Lewis acid catalyzed indole synthesis via intramolecular nucleophilic attack of phenyldiazoacetates to iminium ions.

ABSTRACT: Lewis acids catalyze the cyclization of methyl phenyldiazoacetates with an ortho-imino group, prepared from o-aminophenylacetic acid, to give 2,3-substituted indoles in quantitative yields.

SUBMITTER: Zhou L 

PROVIDER: S-EPMC2793539 | biostudies-literature | 2009 Dec

REPOSITORIES: biostudies-literature

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Lewis acid catalyzed indole synthesis via intramolecular nucleophilic attack of phenyldiazoacetates to iminium ions.

Zhou Lei L   Doyle Michael P MP  

The Journal of organic chemistry 20091201 23

Lewis acids catalyze the cyclization of methyl phenyldiazoacetates with an ortho-imino group, prepared from o-aminophenylacetic acid, to give 2,3-substituted indoles in quantitative yields. ...[more]

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