Journal ArticleDOI
Recent developments in the chemistry of enaminones
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This article is published in Tetrahedron.The article was published on 2003-10-20. It has received 448 citations till now.read more
Citations
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Cerium(IV) Ammonium Nitrate as a Catalyst in Organic Synthesis
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Synthesis of Pyrroles by Gold(I)-Catalyzed Amino−Claisen Rearrangement of N-Propargyl Enaminone Derivatives
TL;DR: The cationic N-heterocyclic carbene-gold(I) complex catalyzes the formation of tri- and tetrasubstituted pyrroles via the amino-Claisen rearrangement of N-propargyl beta-enaminone derivatives and the cyclization of alpha-allenylBeta- enaminone intermediates.
Journal ArticleDOI
Efficient Synthesis of Pyrazoles: Oxidative C—C/N—N Bond-Formation Cascade
TL;DR: The use of acetonitrile as solvent instead of the previously employed DMF resulted in an intermolecular oxidative formation of a pyrazole, and experiments showed that neither palladium nor a base are required for this C C/N N bond-formation cascade.
Journal ArticleDOI
N-Propargylic β-Enaminones: Common Intermediates for the Synthesis of Polysubstituted Pyrroles and Pyridines
TL;DR: In the presence of Cs(2)CO(3) N-propargylic beta-enaminones are cyclized to pyrroles in good to high yields, whereas omitting bases and using CuBr leads to the selective formation of pyridines.
Journal ArticleDOI
Copper-mediated aerobic synthesis of 3-azabicyclo[3.1.0]hex-2-enes and 4-carbonylpyrroles from N-allyl/propargyl enamine carboxylates.
TL;DR: Synthetic methods for 3-azabicyclo[3.1.0]hex-2-enes and 4-carbonylpyrroles have been developed that use copper-mediated/catalyzed reactions of N-allyl/propargyl enamine carboxylates under an O(2) atmosphere and involve intramolecular cyclopropanation and carbooxygenation, respectively.
References
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Journal ArticleDOI
Electrochemically and Photochemically Driven Ring Motions in a Disymmetrical Copper [2]-Catenate.
Aude Livoreil,Jean-Pierre Sauvage,Nicola Armaroli,Vincenzo Balzani,Lucia Flamigni,Barbara Ventura +5 more
TL;DR: By applying the three-dimensional template effect of copper(I), previously used for making various interlocking ring systems, a new disymmetrical [2]-catenate has been made which consists of two different interlocking rings which leads to dramatically different molecular shapes and properties for both forms.
Journal ArticleDOI
Die Addukte primärer und sekundärer Amine an Carbonester der Acetylenreihe und ihre Konfiguration
TL;DR: Aus Propiolsaure-methylester und prim. Aminen entstehen cis-and trans-3-Amino-acrylsauremethyleter; im Gleichgewicht bevorzugt ist das cis-Isomere mit intramolekularer H-Brucke as discussed by the authors.
Journal ArticleDOI
A Convenient One-Pot Preparative Method for 4,5-Diarylisoxazoles Involving Amine Exchange Reactions
Esther Domínguez,Estíbaliz Ibeas,Eduardo Martínez de Marigorta,and Jon Kepa Palacios,Raul SanMartin +4 more
TL;DR: In this paper, a ring-opening transformation to β-keto nitriles and 1,3-amino alcohol derivatives is described. But this conversion implies an uncommon amine group exchange reaction.
Journal ArticleDOI
Synthesis and Reactivity of β-Amino α,β -Unsaturated Ketones and Esters Using K-10 Montmorillonite
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Synthesis of heterocycles from alkyl 3-(dimethylamino)propenoates and related enaminones.
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