6533b824fe1ef96bd128083c

RESEARCH PRODUCT

Photolysis of enol acetates and α-bromo derivatives ofo-(acyloxy)acetophenones

subject

description

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 Hauptprodukte. Unter den gleichen experimentellen Bedingungen bleiben die Dimethylderivate 3h und 3i unverandert. Das α-Bromketon 5a liefert in Abhangigkeit von den Bestrahlungsbedingungen Mischungen aus o-(Acetoxy)acetophenon (2a), dem Diketon 6 und/oder α-Acetoxy-o-hydroxyacetophenon (7). Die Ahnlichkeiten und Unterschiede zwischen beiden Reihen von Experimenten sowie mechanistische Uberlegungen werden diskutiert.