78366-24-2Relevant academic research and scientific papers
A SIGNIFICANT NEW PRODUCT FROM THE ADDITION OF DICHLOROCARBENE TO TETRAPHENYLCYCLONE
Hart, Harold,Raggon, Jeffrey W.
, p. 4891 - 4894 (2007/10/02)
The 5,5-dichlorocyclopentadiene 3 is a major, previously undetected and mechanistically significant product from the addition of dichlorocarbene to tetraphenylcyclopentadienone.
Applications of Phase Transfer Catalysis, VIII. Synthesis and Some Reactions of Tetrasubstituted 6,6-Dihalogenobicyclohex-3-en-2-ones
Steinbeck, Karl,Schenke, Thomas,Runsink, Jan
, p. 1836 - 1844 (2007/10/02)
The reaction of tetrasubstituted cyclopentadienones 1 with dichlorocarbene or dibromocarbene gives specifically the 6,6-dihalogenobicyclohex-3-en-2-ones 2 and 3.Reductive ring opening of 2 or 3 with LiAlH4 cleanly yields the tetrasubstituted 3-halogenophenols 4 and 5.Reaction of 2 or 3 with methylmagnesium iodide leads to 2,4-cyclohexadien-1-ones 13 and to 1-halogeno-5-methylene-1,3-cyclohexadienes 14.
