Diversity oriented multi-component reaction (DOS-MCR) approach to access natural product analogues: regio- and chemo-selective synthesis of polyheterocyclic scaffolds one-pot cascade reactions

Skeletally diverse and complex aza-cyclopenta( cd )diindene, pyrrolo(3,4- d )pyridine-13-carboxamide, and furo-pyrrolo(1,2- a )imidazole-4-carboxamide fused polyheterocyclic hybrid scaffolds and a furo(2,3- b )furan core have been accessed via one-pot three-component reaction by exploiting the build...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2020-04, Vol.18 (16), p.382-392
Main Authors: Palanivel, Lakshmanan, Gnanasambandam, Vasuki
Format: Article
Language:English
Online Access:Get full text
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Summary:Skeletally diverse and complex aza-cyclopenta( cd )diindene, pyrrolo(3,4- d )pyridine-13-carboxamide, and furo-pyrrolo(1,2- a )imidazole-4-carboxamide fused polyheterocyclic hybrid scaffolds and a furo(2,3- b )furan core have been accessed via one-pot three-component reaction by exploiting the build/couple/pair strategy of diversity oriented synthesis (DOS). This protocol is metal free, has a good substrate scope and affords products with good to excellent yields and regio- and chemo-selectivity. The heterocyclic skeletons obtained in this study mimic natural products such as eupolauramine, gracilamine and presilphiperfolanol. Skeletally diverse and complex polyheterocyclic hybrid scaffolds have been accessed via one-pot three-component reaction by exploiting the build/couple/pair strategy of diversity oriented synthesis.
ISSN:1477-0520
1477-0539
DOI:10.1039/d0ob00368a