78074-34-7Relevant academic research and scientific papers
REDUCTIVE CLEAVAGE OF CYCLOPROPYL KETONES
Murphy, William S.,Wattanasin, Sompong
, p. 695 - 698 (1981)
Aryl substituted cyclopropyl ketones are cleaved to acyclic ketones with zinc and zinc chloride or with zinc alone in refluxing alcohol.
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.
