We develop a palladium-catalyzed H/D exchange reaction with 8-aminoquinoline as the directing group as well as DO as the source of deuterium atom and solvent. This reaction achieves selectively H/D exchange at the ortho-C-H of aromatic amides and the β-C-H of aliphatic amide. Ortho-deuterated aromatic acids and β-deuterated aliphatic acids are obtained by removal of the directing group. And a possible mechanism is also proposed.
Am anganese(II) acetate-catalyzed domino reactiono fv inyl azidesa nd 4-hydroxycoumarin has been developed for the synthesis of polyfunctionalized spirofuranone-lactams.Awide range of vinyl azides are capable of providing the desired spirofuranone-lactams in good to excellent yields. Ther eactionw as achieved via thermald ecomposition of vinyl azides to 2H-azirines,f ollowed by an intramolecular nucleophilic attacka nd stereoselective cyclization. Them ild reactionc onditions and easy operation make this reaction advantageous for the synthesisofs pirofuranone-lactams.
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