104271-41-2Relevant articles and documents
Regioselective, directed meta acylation of aromatic compounds
Akai, Shuji,Peat, Andrew J.,Buchwald, Stephen L.
, p. 9119 - 9125 (1998)
A new method for the directed meta acylation of aromatic compounds is described. This method involves an ortho lithiation procedure combined with zirconocene-benzyne chemistry. 3-Acyl-1-substituted benzene derivatives were obtained by acidic hydrolysis of the azazirconacycle intermediate which results from the coupling of a nitrile with a zirconocene-benzyne complex. Similarly, 3-acyl-2-iodo-1-substituted benzene derivatives were obtained by the iodination of the same intermediate followed by acidic hydrolysis. These procedures, which utilize simple, readily available starting materials, give good yields of regiochemically pure products.
Reactions of Aryl Cyclopropyl Ketones. A New Synthesis of Aryl Tetralones
Murphy, William S.,Wattanasin, Sompong
, p. 2920 - 2926 (2007/10/02)
Aryl cyclopropyl ketones (2) cyclise to 1-tetralones (3) in the presence of a variety of acid catalysts under mild conditions.Open-chain carbinols (4) are also formed.The ratio of (3) to (4) is dependent on the aryl ring substituents.A cationic mechanism is proposed.Cyclopropyl ketones (1) do not react.Stereoelectronic factors involved in the reactivity of the rigig cyclopropyl ketone (12) are discussed.The reactions of selected phenolic cyclopropyl ketones have been investigated as anionic counterparts to the acid-catalysed reactions.No reaction is observed.