152975-96-7Relevant academic research and scientific papers
Reactivity of conjugated phosphazenes derived from dehydroaspartic esters with acyl halides. Synthesis of 5(4H)-oxazolone
Palacios, Francisco,Legido, Marta,De Heredia, Itziar Perez,Rubiales, Gloria
, p. 1057 - 1064 (2007/10/03)
The reactivity of N-vinylic phosphazenes derived from dehydroaspartic esters towards acyl halides is reported. Treatment of conjugated phosphazene with acyl halides led to the formation of N-acylated dehydroaspartic esters and alkenyl-5(4H)-oxazolones. When the reaction was performed in the presence of diethylamine, 1-diethylamino-3,4-dimethoxycarbonyl-2-aza-1,3-butadiene was obtained. Reaction of substituted 5(4H)-oxazolones with water, ethanol and amines gave N-acylated dehydroaspartic acid derivatives.
Synthesis and Reactivity of Electron-Poor 2-Azadienes. Cycloaddition Reactions with Alkenes and Enamines
Palacios, Francisco,Heredia, Itziar Perez de,Rubiales, Gloria
, p. 2384 - 2390 (2007/10/02)
Electron deficient 2-azadienes derived from β-amino acids 3 are obtained by aza-Wittig reaction of N-vinylic phosphazenes 4 with carbonyl compounds.Inverse electron demand Diels-Alder reaction of azadienes 3 with trans-cyclooctene 7 and cis,trans-cyclooctadiene 8 leads to the formation of trans-cycloalkanotetrahydropyridines 10.Heterodienes 3 also react with enamines 13, 14, and 18 affording pyridine derivatives 16, 17, and 20 in a regioselective fashion.Norbornadiene 11, a less strained olefin than cycloalkenes 7 and 8, requires the presence of lithium perchlorate as catalyst in a nonaqueous solvent like ether, to give cycloadducts 12.
Preparation and Reactivity of Electron-poor 2-Azadienes. Diels-Alder Reaction with Trans-Cyclooctene.
Palacios, Francisco,Heredia, Itziar Perez de,Rubiales, Gloria
, p. 4377 - 4380 (2007/10/02)
Di-, tri-, and tetra-substituted 2-azadienes 3 with electron-withdrawing groups have been obtained by Aza-Wittig reaction of N-vinylic phosphazenes with carbonyl compounds.The Diels-Alder reaction of 3 with trans-cyclooctene has also been explored. Key Words: Azadienes, Phosphazenes, Aza-Wittig reaction, Diels-Alder reaction
