A highly selective construction of 4-substituted 2-aminothiazoles and 4-substituted 5-thiocyano-2-aminothiazoles, respectively, catalyzed by palladium(II) acetate and promoted by iron(III) bromide from vinyl azides and potassium thiocyanate has been developed. Use of readily available starting materials, high selectivity, as well as mild reaction conditions make this practical method particularly attractive.
A simple, multicomponent, and straightforward reaction of vinyl azide, aldehyde, and tosylhydrazine affords the construction of 3,4,5-trisubstituted 1H-pyrazoles regioselectively in the presence of base with moderate to excellent yields. A range of functionality could be tolerated in this methodology, and a possible mechanism is proposed.
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.
Functionalized 2-aminoimidazole derivatives have been synthesized via a three-component domino reaction of α-nitroepoxides and cyanamide with a series of amines under mild conditions without the need for any additives. This reaction represents a practical process for the facile conversion of α-nitroepoxides to 2-aminoimidazoles via ring opening of epoxides.
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.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.