33617-72-0Relevant academic research and scientific papers
Reductive Cleavage of Arylcyclopropyl Ketones
Murphy, William S.,Wattanasin, Sompong
, p. 1445 - 1452 (2007/10/02)
Arylcyclopropyl aryl ketones undergo clean but slow reductive cleavage to 4-arylbutyrophenones when heated with zinc in ethanol.Replacement of one the aryl groups by an alkyl group strongly inhibits reaction.This effect is in part overcome by the use of a higher boiling alcohol.When substituted at the cyclopropyl methylene position by an ethoxycarbonyl group these cyclopropyl ketones also undergo cleavage but with the unexpected formation of the ethyl 3,5-diaryl-5-oxopentanoates (22).In general, the results are consistent with the formation of an anion-radical intermediate.
