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Engineering of indole-based tethered biheterocyclic alkaloid meridianin into ?-carboline-derived tetracyclic polyheterocycles via amino functionalization/6-endo cationic ?-cyclization.

ABSTRACT: A mild, efficient and versatile method has been developed for the construction of a functionalized natural product, meridianin, and its post conversion to pyrimido-?-carboline by cationic ?- cyclization. The strategy involves the introduction of an amino group at the C-5 of the pyrimidine ring and utilizing the nucleophilictiy of the C-2 in the indole ring to facilitate cationic ?-cyclization.

SUBMITTER: Agarwal PK

PROVIDER: S-EPMC3511029 | biostudies-literature | 2012

REPOSITORIES: biostudies-literature

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Engineering of indole-based tethered biheterocyclic alkaloid meridianin into β-carboline-derived tetracyclic polyheterocycles via amino functionalization/6-endo cationic π-cyclization.

Agarwal Piyush Kumar PK Dathi Meena Devi MD Saifuddin Mohammad M Kundu Bijoy B

Beilstein journal of organic chemistry 20121108

A mild, efficient and versatile method has been developed for the construction of a functionalized natural product, meridianin, and its post conversion to pyrimido-β-carboline by cationic π- cyclization. The strategy involves the introduction of an amino group at the C-5 of the pyrimidine ring and utilizing the nucleophilictiy of the C-2 in the indole ring to facilitate cationic π-cyclization. ...[more]

PMID: 23209529

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