15231-17-1Relevant academic research and scientific papers
A facile synthesis of pyrimidin-4-ones
Guo, Cheng
scheme or table, p. 548 - 549 (2010/10/02)
A facile synthesis of 2,6-disubstituted pyrimidin-4-ones and 2,5,6-trisubstituted pyrimidin-4-ones from commercially available materials with application of microwave technology in key steps is described.
Synthesis of β-Ketocarboxamide Derivatives Using 2,2-Dimethyl-2H,4H-1,3-dioxin-4-ones
Sato, Masayuki,Ogasawara, Hiromichi,Komatsu, Sachiko,Kato, Tetsuzo
, p. 3848 - 3856 (2007/10/02)
Thermal reaction of 2,2-dimethyl-2H,4H-1,3-dioxin-4-ones (1) with amines was studied.Acylketenes 2, generated by heating of 1, reacted with anilines and benzylamine to give the corresponding β-ketocarboxamides (3,4, and 5) in good yields.The reaction of 1 with ammonia gave 3-amino-2-alkenamides (7), which were hydrolyzed to β-ketocarboxamides (6).The former products 7 were readily transformed to the 6-substituted 2-methyl-3H-pyrimidin-4-ones (9) via the 3-acetamido-2-alkenamides (8).Acylation of O-benzylhydroxylamine with 1 gave the β-ketohydroxamic acids 10.Debenzylation of 10 followed by cyclization gave rise to 5-alkyl-3-hydroxyisoxazoles (12).The reaction of 1 with amides gave the corresponding N-acetylated amides (13). Keywords --- 2H,4H-1,3-dioxin-4-one; thermal fragmentation; acylketene; acylation; carboxamide; hydroxamic acid; 3-hydroxyisoxazole; 3H-pyrimidin-4-one
1,3-Oxazines and Related Compounds. V. N-Acylacetylation of Carboxamides with the Diketene-Halotrimethylsilane System or Acyl Meldrum's Acids
Yamamoto, Yutaka,Ohnishi, Shuhei,Azuma, Yutaka
, p. 3505 - 3512 (2007/10/02)
Various aliphatic and aromatic carboxamides smoothly underwent N-acetoacetylation by means of the diketene-iodotrimethylsilane system to give the corresponding N-acetoacetyl derivatives.The diketene-bromotrimethylsilane system was found to be very efficient for N-acetoacetylation of unsaturated carboxamides such as acrylamide and methacrylamide.In addition, acyl Meldrum's acids proved effective for N-acylacetylation of carboxamides, especially heterocyclic carboxamides such as picolinamides.Keywords: carboxamide; acylacetylation; diketene; iodotrimethylsilane; bromotrimethylsilane; acyl Meldrum's acid
