3532-53-4Relevant academic research and scientific papers
A Formal [3+2] Annulation of β-Oxoamides and 3-Alkyl- or 3-Aryl-Substituted Prop-2-Ynyl Sulfonium Salts: Substrate-Controlled Chemoselective Synthesis of Substituted γ-Lactams and Furans
Deng, Bicheng,Rao, Chitturi Bhujanga,Zhang, Rui,Li, Jiacheng,Liang, Yongjiu,Zhao, Yanning,Gao, Ming,Dong, Dewen
, p. 4549 - 4557 (2019/08/30)
A substrate-controlled synthesis of substituted γ-lactams and furans has been developed via a formal [3+2] annulation of β-oxoamides and 3-alkyl/arylprop-2-ynyl sulfonium salts in the presence of cesium carbonate in a chemoselective manner. This novel pro
A facile and efficient synthesis of polyfunctionalized pyridin-2(1H)-ones from β-oxo amides under Vilsmeier conditions
Xiang, Dexuan,Wang, Kewei,Liang, Yongjiu,Zhou, Guangyuan,Dong, Dewen
, p. 345 - 348 (2008/09/19)
(Chemical Equation Presented) A facile and efficient one-pot synthesis of polysubstituted pyridin-2(1H)-ones from a variety of β-oxo amides under Vilsmeier conditions is described, and a mechanism involving sequential halogenation, formylation and intramo
Torsional Barriers in Quinolinone Hydroxylamine and Sulfenamide Derivatives
Raban, Morton,Martin, A. Van,Craine, Leslie
, p. 4311 - 4316 (2007/10/02)
The preparation of a 2-quinolinone hydroxylamine (N-(benzyloxy)-2(1H)-quinolinone) and sulfenamide derivatives of 2- and 4-quinolinone (N--3-benzyl-4-methyl-2(1H)-quinolinone and N--3-benzyl-2-methyl-4(1H)
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
