26674-16-8Relevant academic research and scientific papers
A versatile and efficient synthesis of 2-alkyl and 2-aryl-6-alkyl-2,3-dihydro-1H-pyridin-4-ones
Leflemme, Nicolas,Dallemagne, Patrick,Rault, Sylvain
, p. 1740 - 1746 (2007/10/03)
A versatile and efficient method for the preparation of 2-alkyl and 2-aryl-6-alkyl-2,3-dihydro-1H-pyridin-4-ones is described. The sequence involved the condensation of β-amino acids and t-butyl ketoester to give enaminoesters whose intramolecular cyclisation followed by an hydrolysis step afforded the expected products.
1-aza-2-alkyl-6-aryl-cycloalkane compounds
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, (2008/06/13)
Compound of formula (I): wherein: n represents 0 or 1, R1represents hydrogen, arylalkyl, alkyl, acyl, alkoxycarbonyl, arylalkoxycarbonyl or trifluoroacetyl, R2represents alkyl, X represents oxygen, chlorine, OR3, SR4
Efficient synthesis of 2-aryl-6-methyl-2,3-dihydro-1H-pyridin-4-ones
Renault, Olivier,Guillon, Jean,Dallemagne, Patrick,Rault, Sylvain
, p. 681 - 683 (2007/10/03)
Syntheses of 2-aryl-6-methyl-2,3-dihydro-1H-pyridin-4-ones were achieved starting from corresponding β-arylβ-amino acids. This reaction sequence involved, as a key step, the condensation of an acid chloride with a diketone using SmI3 as catalyst. A final intramolecular cyclization furnished the attempted product. (C) 2000 Elsevier Science Ltd.
Rearrangement of Isoxazoline-5-spiro Derivatives. 1. Synthesis of 4,5-Dihydroisoxazole-5-spirocyclopropanes and Their Rearrangement to 5,6-Dihydro-4-pyridones
Guarna, Antonio,Brandi, Alberto,Sarlo, Francesco, De,Goti, Andrea,Pericciuoli, Fabio
, p. 2426 - 2429 (2007/10/02)
The title spiroheterocycles 3 are prepared by cycloaddition of nitrile oxides to methylenecyclopropane or its ring-substituted derivatives.Thermolysis of the cycloadducts 3 affords, presumably via N-O bond homolysis, the title pyridones 7 besides minor amounts of the isomeric enaminones 6: the amounts of 6 relative to 7 are reduced when thermolysis is carried out by FVT rather than in solution.Similar results are obtained by photolysis of 3b in solution.Phenyl substitution in the cyclopropane ring selectively causes the C(spiro)-C(benzylic) bond fission with production of a single regioisomer, 7d.The rearrangement of the cycloadduct 3e from methylenenorcarane is selective, too: the cis-fused quinolinone 7e predominates over the trans-fused isomer, as a result of "torsional strain" in the latter transition state.
