20364-37-8Relevant articles and documents
N-3-oxoalkylamides and -thioamides in the synthesis of heterocyclic compounds. 7*. Study of the cyclization of N-(3-oxoalkyl)amides of tosylacetic acid
Fisyuk,Poendaev
, p. 895 - 900 (2007/10/03)
Alkyl-substituted N-(3-oxoalkyl)amides of tosylacetic acid are cyclized under the action of bases with the formation of 3-tosyl-3,6-dihydropyridin-2(1H) -ones. In the presence of a phenyl substituent at position C(1) of the 3-oxoalkyl chain the
Synthesis of Methylpyridine Derivatives. XXXIV. Condensation of Acetoacetamide with Ketones to form Pyridone Derivatives
Kato, Tetsuzo,Sato, Masayuki,Noda, Masaki,Itoh, Tetsuo
, p. 2244 - 2247 (2007/10/02)
Condensation of acetoacetamide (1) with acetone in polyphosphoric acid (PPA) gave 4,6-dimethyl-2(1H)-pyridone (2a) in 32percent yield.Similarly, the amide 1 was condensed with 2-butanone, 2-pentanone, 3-pentanone, cyclopentanone, cyclohexanone, cycloheptanone, acetophenone, and propiophenone to give the corresponding pyridone derivatives (2b-i) in 13-76percent yields.Condensation of the amide 1 with acetylacetone and ethyl acetoacetate gave 3-acetyl-4,6-dimethyl-2(1H)-pyridone (5) and ethyl 4,6-dimethyl-2(1H)-pyridone-5-carboxylate (6), respectively.Self-condensation of the amide 1 in PPA gave 3-acetyl-4-hydroxy-6-methyl-2(1H)-pyridone (7).
On the knowledge of acetylenecarboxylic acids. 14. alpha-Pyrone from 3-hydroxy-4-alkynoic acid esters.
SCHULTE,REISCH,HEINE
, p. 234 - 239 (2007/10/07)
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