106727-54-2Relevant articles and documents
A second-generation cycloaddition approach to 3-acyl-4-hydroxypyridin- 2-ones
Jones, Raymond C. F.,Dawson, Claire E.,O'Mahony, Mary J.,Patel, Pravin
, p. 4085 - 4088 (2007/10/03)
The 1,3-dipolar cycloaddition of the β-aminonitrile oxide, formed from β-alanine, to the enamine of a β-ketoester affords a 3-(2- aminoalkyl)isoxazole-4-carboxylic ester that is converted via isoxazolo[4,5- c]pyridin-4-ones into 3-acetyl-4-hydroxypyridin-2-ones.
1,3-Dipolar cycloaddition route to nitrogen heterocyclic triones
Jones, Raymond C. F.,Bhalay, Gurdip,Carter, Paul A.,Duller, Kathryn A. M.,Dunn, Stephen H.
, p. 765 - 776 (2007/10/03)
1,3-Dipolar cycloaddition of nitrile oxides, formed in situ by dehydration of primary nitro compounds, with pyrrolidine enamines of protected γ- or δ-amino-β-keto esters affords isoxazole-4-carboxylates; these undergo lactam formation and N-O bond cleavage to afford 3-acyltetramic acids and 3-acyl-4-hydroxypyridin-2-ones.
SYNTHESIS OF 1,3-DIOXIN-4-ONES AND THEIR USE IN SYNTHESIS. XI. 2,2-DIMETHYL-1,3-DIOXIN-4-ONE AS A SYNTHETIC EQUIVALENT OF FORMYLKETENE: SYNTHESIS OF HETEROCYCLIC COMPOUNS
Sato, Masayuki,Yoneda, Naoki,Kaneko, Chikara
, p. 621 - 627 (2007/10/02)
Cycloaddition of formylketene generated in situ by thermolysis of 2,2-dimethyl-1,3-dioxin-4-one with N-benzhydrylidenebenzylamine yields 3-benzyl-2,2-diphenyl-1,3-oxazin-4-one.Analogous reactions with a carbodiimide, cyanamide, and keteneacetal afford the corresponding 4 + 2 cycloadducts.Reaction of formylketene with 3-amino-2-butenamides affords 4-hydroxy-2-pyridones having a C-2 unit at the 3-position.Keywords: 1,3-dioxin-4-one;formylketene; cycloaddition;1,3-oxazin-4-one; 4-pyrone; 3-acetyl-4-hydroxy-2-pyridone; thermolysis; uracil derivative.