0000000000546732
AUTHOR
R. Martinez-utrilla
showing 5 related works from this author
Photolysis of enol acetates and α-bromo derivatives ofo-(acyloxy)acetophenones
1985
UV irradiation of enol acetates 3a – g in benzene gives mainly o-(acetoxy)acetophenones 2 and 2-methylchromones 4. Under the same conditions, the dimethyl derivatives 3h and 3i remain unaffected. The α-bromo ketone 5a gives rise to mixtures of o-(acetoxy)acetophenone (2a), the diketone 6, and/or α-acetoxy-o-hydroxyacetophenone (7), depending on the irradiation conditions. The similarities and differences between the two series of experiments, as well as their possible mechanistic implications, are discussed. Photolyse von Enolacetaten und α-Bromderivaten von o-(Acyloxy)acetophenonen UV-Bestrahlung der Enolacetate 3a – g in Benzol liefert o-(Acetoxy)acetophenone 2 und 2-Methyl-chromone 4 als…
Influence of enol acetylation on the photo-fries rearrangement of anortho-acylaryl benzoate
1982
The enol acetate 1b undergoes benzoyl-oxygen bond rupture upon irradiation, giving a mixture of benzophenones 4 and 5. The primary photo-Fries products 2 and 3 could not be isolated, due to a rapid intramolecular transacetylation. The acetophenone 6 rearranges to give the benzophenones 7 and 8 under the same conditions, but the yields are significantly lower than in the former case. Compounds 7 and 8 are separately correlated with 4 and 5 by treatment with acetic anhydride in the presence of pyridine. Einflus der Enol-Acetylierung auf die Photo-Fries-Umlagerung eines Benzoesaure-ortho-acylarylesters Das Enolacetat 1b erleidet bei Bestrahlung Spaltung der Benzoyl-Sauerstoff-Bindung, wobei ei…
ChemInform Abstract: PHOTOLYSIS OF ENOL ACETATES AND α-BROMO DERIVATIVES OF O-(ACYLOXY)ACETOPHENONES
1985
UV irradiation of enol acetates 3a – g in benzene gives mainly o-(acetoxy)acetophenones 2 and 2-methylchromones 4. Under the same conditions, the dimethyl derivatives 3h and 3i remain unaffected. The α-bromo ketone 5a gives rise to mixtures of o-(acetoxy)acetophenone (2a), the diketone 6, and/or α-acetoxy-o-hydroxyacetophenone (7), depending on the irradiation conditions. The similarities and differences between the two series of experiments, as well as their possible mechanistic implications, are discussed. Photolyse von Enolacetaten und α-Bromderivaten von o-(Acyloxy)acetophenonen UV-Bestrahlung der Enolacetate 3a – g in Benzol liefert o-(Acetoxy)acetophenone 2 und 2-Methyl-chromone 4 als…
Photochemical versus aluminium chloride-catalyzed fries rearrangement of aryl hydrogen succinates. synthesis of 2(3H)-furanones
1989
The photochemical and aluminium chloride-catalyzed Fries rearrangement of a series of aryl hydrogen succinates3 a–f to the corresponding 4-oxoacids1 a–f are compared. Both approaches are complementary: the photochemical process is more general and becomes the method of choice for the succinoylation of phenols supporting alkoxy or hydroxy substituents, while the classical rearrangement is superior in the presence of alkyl or halogen substituents. These results are applied to the preparation of the 2(3H)-furanones2 a–f.
Photocyclization of enol acetates of o-acetoxyacetophenones to chromones
1981
Abstract Enol acetates of o-acetoxyacetophenones give chromones upon irradiation with uv-light.