1,720,968 research outputs found

    Copper(II)/Copper(I)-catalyzed aza-Michael addition/click reaction of in situ generated alpha-azidohydrazones: synthesis of novel pyrazolone-triazole framework

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    A one-pot Cu(II)-catalyzed aza-Michael addition of trimethylsilyl azide to 1,2-diaza-1,3-dienes and Cu(I)-catalyzed 1,3-dipolar cycloaddition of in situ generated alpha-azidohydrazones with alkynes is reported. This process combining two consecutive steps with recycling of the catalyst (Cu(OAc)2·H2O) represents a useful protocol for the smooth synthesis of novel pyrazolone-triazole derivatives

    Synthesis of Highly Functionalized 1,3-Oxathiazoles via an Unusual [4+1] Annulation alpha,alpha'-Dioxothione with 1,2-Diaza-1,3-dienes

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    The present method provides highly functionalized 1,3-oxathioles 4 through an unusual base-promoted [4+1] annulation between α,α’-dioxothione (DT) 2a, generated in situ from phthalimide precursor (DTPht) 1a and 1,2-diaza-1,3-dienes (DDs) 3. An intriguing scaffold 5 comprised of spiro-fused oxathiole and pyrazolone components was also obtained in moderate yield

    Azavinyl Azomethine Ylides fromThermal Ring Opening ofr-Aziridinohydrazones: Unprecedented1,5-Electrocyclization to Imidazoles

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    Michael-type addition of aziridinecarboxylates to 1,2-diaza-1,3-butadienes under solvent-free conditions (SFC) resulted in the formation of alpha-aziridinohydrazone adducts. In toluene under reflux,alpha-aziridinohydrazones gave imidazoles in moderate to good yields. Such a reactivity pattern is explained by 1,5-electrocyclization of azavinyl azomethine ylide generated through thermal ring opening of r-aziridinohydrazone

    Synthesis of Densely Functionalized 3a,4-Dihydro‐1H‐Pyrrolo[1,2‐b]Pyrazoles via Base Mediated Domino Reaction of VinylMalononitrileswith 1,2-Diaza-1,3-dienes

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    Domino reaction of vinyl malonitriles (VMs) with 1,2-diaza-1,3-dienes (DDs) produce unprecedented 3a,4-dihydro-1H-pyrrolo[1,2-b]pyrazole systems in chemo- regio- and stereoselective fashion. This base promoted (DIPEA) one-pot transformation involving multiple steps implicates the formation of one new C–C bond, two C–N bonds and two new fused heterocyclic rings with total atom econom

    Synthesis of Tetrahydropyridazine Amino Acid Derivatives by a Formal [4+2| Cycloaddition Reaction of 1,​2-​Diaza-​1,​3-​dienes with Dehydroalanine Esters

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    A highly efficient formal inverse electron demand aza Diels–Alder reaction of 1,2-diaza-1,3-dienes (DDs) is accomplished using dehydroalanine esters (DhAs) as electron-rich dienophiles. Both diastereoisomers of unprecedented α,α-disubstituted cyclic tetrahydropyridazine amino acids were obtained in excellent yields, in refluxing acetonitrile without activation
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