14713-89-4Relevant academic research and scientific papers
Photochemical ring-contraction of fused bicyclic 4-pyrones: A novel 2-step cyclopentannulation approach
West,Fisher,Gunawardena,Mitchell, Scott
, p. 4583 - 4586 (1993)
Fused bicyclic 4-pyrones were prepared by condensation of enamines derived from cyclic ketones with diketene or substituted 1,3-dioxin-4-ones. Photolysis in a hydroxylic medium led to bicyclo [n3.0]alkenones bearing oxygenation at both angular positions.
Reaction of Diketene-Acetone Adduct with Enamines, Ketene Acetals, Vinyl Ethers, and β-Diketones
Sato, Masayuki,Ogasawara, Hiromischi,Kato, Keiko,Sakai, Masako,Kato, Tetsuzo
, p. 4300 - 4305 (2007/10/02)
Diketene-acetone adduct (1) generates acetylketene (2) under heating.In order to compare the reactivity of 2 with that of diketene, the reaction of 1 with electron-rich olefins was investigated.On heating with 1 primary enamines (3a-d) produced the corresponding 3-substituted 2,6-dimethyl-4(1H)-pyridones (4a-d), while the tertiary enamine 3e gave the 4-pyrone derivative (7).The reaction of 1 with ketene acetals (8) gave the 2,2-diethoxy-2,3-dihydro-4-pyrone derivatives (9).The vinyl ether derivatives 13 similarly reacted with 1 to give the 4-pyrone derivative 15 or 16 as the major product.The result shows that both diketene and 2 react with electron-rich olefins in a similar manner.Keywords -- diketene; acetylketene; diketene-acetone adduct; enamine; ketene acetal; vinyl ether; 1,3-dioxin-4-one; 4-pyridone; 4-pyrone; cycloaddition
NEW SYNTHETIC ROUTES TO Β-POLYKETONE DERIVATIVES: REACTIONS OF 3-ACETYL-2-HYDROXY-6-METHYL-4H-4-PYRANONE AND 7-CHLORO-2,2-DIMETHYL-2H,4H,5H-PYRANO(4,3-D)-1,3-DIOXIN-4,5-DIONE WITH AN ENAMINE (STUDIES ON THE Β-CARBONYL COMPOUNDS CONNECTED WITH THE Β-POLYKE
Takeuchi, Naoki,Nakagawa, Hideo,Kamisato, Masahiro,Tobinaga, Seisho
, p. 2460 - 2467 (2007/10/02)
The reaction of 1-morpholino-1-cyclohexene 2 with 3-acetyl-2-hydroxy-6-methyl-4H-4-pyranone 1 gave a condensation product 3, which was subsequently transformed into the 4-pyrone 4, the β-triketone 10 and the phenol 12.The reaction of 2 with 7-chloro-2,2-d
