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An oxidative amidation and heterocyclization approach for the synthesis of β-carbolines and dihydroeudistomin Y.

ABSTRACT: A novel synthetic methodology has been developed for the synthesis of dihydro-β-carboline derivatives employing oxidative amidation-Bischler-Napieralski reaction conditions using tryptamine and 2,2-dibromo-1-phenylethanone as key starting materials. A number of dihydro-β-carboline derivatives have been synthesized in moderate to good yields using this methodology. Attempts were made towards the conversion of these dihydro-β-carbolines to naturally occurring eudistomin alkaloids.

SUBMITTER: Meruva SB

PROVIDER: S-EPMC3943975 | biostudies-literature | 2014

REPOSITORIES: biostudies-literature

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An oxidative amidation and heterocyclization approach for the synthesis of β-carbolines and dihydroeudistomin Y.

Meruva Suresh Babu SB Raghunadh Akula A Kamaraju Raghavendra Rao RR Kumar U K Syam UK Dubey P K PK

Beilstein journal of organic chemistry 20140225

A novel synthetic methodology has been developed for the synthesis of dihydro-β-carboline derivatives employing oxidative amidation-Bischler-Napieralski reaction conditions using tryptamine and 2,2-dibromo-1-phenylethanone as key starting materials. A number of dihydro-β-carboline derivatives have been synthesized in moderate to good yields using this methodology. Attempts were made towards the conversion of these dihydro-β-carbolines to naturally occurring eudistomin alkaloids. ...[more]

PMID: 24605167

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