Carbene-catalyzed enantioselective annulation of dinucleophilic hydrazones and bromoenals for access to aryl-dihydropyridazinones and related drugs
Bivas Mondal, Rakesh Maiti, Xing Yang, Jun Xu, Weiyi Tian, Jia‐Lei Yan, Xiangyang Li, Yonggui Robin
Abstract
carbene-catalyzed asymmetric annulation between dinucleophilic arylidene hydrazones and bromoenals. Key steps in this reaction include polarity-inversion of aryl aldehyde-derived hydrazones followed by chemo-selective reaction with enal-derived α,β-unsaturated acyl azolium intermediates. The aryl-dihydropyridazinone products accessed by our protocol can be readily transformed into drugs and bioactive molecules.
Topics & Concepts
CarbeneEnantioselective synthesisAnnulationArylCatalysisCombinatorial chemistryChemistryInversion (geology)Medicinal chemistryStereochemistryOrganic chemistryBiologyStructural basinAlkylPaleontologyN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCatalytic Cross-Coupling ReactionsCyclopropane Reaction Mechanisms