A Lewis Acid-Promoted Michael Addition and Ring-Expansion Cascade for the Construction of Nitrogen-Containing Medium-Sized Rings
Jiaming Wang, Jia Li, Changgui Zhao
Abstract
A Lewis acid-promoted annulation of azadienes and cyclobutamines was developed. This reaction proceeded through Michael addition and ring-expansion cascade, affording the corresponding nitrogen-containing medium-sized rings with a broad scope in moderate to high yields. The catalytic asymmetric version of this reaction has also been explored using a chiral base.
Topics & Concepts
Lewis acids and basesCascadeMichael reactionAnnulationRing (chemistry)ChemistryCatalysisCascade reactionNitrogenBase (topology)Combinatorial chemistryScope (computer science)Organic chemistryPolymer chemistryComputer scienceMathematicsChromatographyMathematical analysisProgramming languageCatalytic C–H Functionalization MethodsChemical Synthesis and AnalysisSynthesis and Catalytic Reactions