Synthesis of Pyrrolo[2,1-<i>a</i>]isoquinolines through Cu-Catalyzed Condensation/Addition/Oxidation/Cyclization Cascade
Hai‐Lei Cui, Xiao‐Hui Chen
Abstract
We have developed a copper-catalyzed synthesis of pyrrolo[2,1-a]isoquinolines with terminal alkynes, aldehydes, and tetrahydroisoquinolines. A variety of pyrrolo[2,1-a]isoquinolines have been prepared in 17–69% yield via a condensation/Mannich-type addition/oxidation/cyclization cascade sequence. Modifications through simple chemical transformations provided highly functionalized molecules containing a privileged framework.
Topics & Concepts
CatalysisYield (engineering)ChemistryCondensationCascadeCombinatorial chemistrySequence (biology)CopperMoleculeOrganic chemistryMaterials sciencePhysicsChromatographyMetallurgyThermodynamicsBiochemistrySynthesis and Characterization of PyrrolesCyclopropane Reaction MechanismsCatalytic C–H Functionalization Methods