Sc(OTf)<sub>3</sub>-Mediated [4 + 2] Annulations of <i>N</i>-Carbonyl Aryldiazenes with Cyclopentadiene to Construct Cinnoline Derivatives: Azo-Povarov Reaction
Xabier Jiménez-Aberásturi, Francisco Palácios, Jesús M. de los Santos
Abstract
-carbonyl aryldiazenes act as 4π-electron donors. Hence, this protocol offers a rapid access to an array of cinnoline derivatives in moderate to good yields for substrates over a wide scope. The synthetic potential of the protocol was achieved by the gram-scale reaction and further derivatization of the obtained polycyclic product.
Topics & Concepts
CinnolineChemistryChloroformDerivatizationCyclopentadieneCombinatorial chemistryOrganic chemistryCatalysisMedicinal chemistryHigh-performance liquid chromatographyCatalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsCatalytic Alkyne Reactions