Access to Polysubstituted Furan Derivatives via Cascade Oxy-palladation and Hydrocarbofunctionalization of Unactivated Alkenes
Shivam Pandey, Rahul K. Shukla, Chandra M. R. Volla
Abstract
The development of an expedient strategy for the synthesis of biologically relevant multisubstituted furans is a much-desired yet challenging task. Herein, we report an efficient and versatile strategy involving two different pathways for the construction of diverse polysubstituted C3- and C2-substituted γ-furanyl carboxylic acid derivatives. The synthetic approach for C3-substituted furans involves intramolecular cascade oxy-palladation of alkyne-diols followed by the regioselective coordinative insertion of unactivated alkenes. In contrast, C2-substituted furans were obtained exclusively by performing the protocol in a tandem manner.
Topics & Concepts
ChemistryRegioselectivityAlkyneTandemFuranIntramolecular forceCascadeCombinatorial chemistryCascade reactionOrganic chemistryCatalysisMaterials scienceChromatographyComposite materialCatalytic C–H Functionalization MethodsCatalytic Alkyne ReactionsOxidative Organic Chemistry Reactions