Multicomponent Cascade Reaction of 3-Formylchromones: Highly Selective Synthesis of Functionalized 9-Azabicyclo[3.3.1]nonane Derivatives
Ying-Gang Duan, Xing-Mei Hu, Xin-Ling Cao, Kai-Hong Lv, Sheng‐Jiao Yan
Abstract
A novel protocol for the preparation of functionalized 9-azabicyclo[3.3.1]nonane (ABCN) derivatives from 3-formylchromones, enaminones, and heterocyclic ketene aminals (HKAs) through an unprecedented cascade reaction has been developed by simply refluxing the mixture of the substrates 1–3. As a result, a series of ABCNs were produced through a very complex cascade reaction. This protocol can be used in the synthesis of ABCNs that are suitable for combinatorial and parallel syntheses of ABCN natural-like products in a one-pot reaction.
Topics & Concepts
NonaneChemistryKeteneCascadeCascade reactionCombinatorial chemistryReaction conditionsOrganic chemistryCatalysisChromatographySynthesis of Organic CompoundsOxidative Organic Chemistry ReactionsSynthesis of heterocyclic compounds