Beilstein Journal of Organic Chemistry 2012-01-01

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

Piyush Kumar Agarwal, Meena Devi Dathi, Mohammad Saifuddin, Bijoy Kundu

Index: Beilstein J. Org. Chem. 8 , 1901-8, (2012)

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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-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.