Halogen Migration in the Friedel—Crafts Acylation of Olefins1
CL Stevens, E Farkas
Index: Stevens; Farkas Journal of the American Chemical Society, 1953 , vol. 75, p. 3306
Full Text: HTML
Citation Number: 2
Abstract
4-Chlorocyclohexyl phenyl ketone was isolated from the reaction of cyclohexene with benzoyl chloride in the presence of aluminum chloride and the structure of the chloro ketone proven by independent synthesis. The initial reaction in the presence of benzene gave 4- phenylcyclohexyl phenyl ketone. 2-Chlorocyclohexyl phenyl ketone rearranged to 4- chlorocyclohexyl phenyl ketone in the presence of aluminum chloride.
Related Articles:
The intramolecular Morita–Baylis–Hillman-type alkylation reaction
[Cran, John W.; Krafft, Marie E.; Seibert, Kimberly A.; Haxell, Thomas F.N.; Wright, James A.; Hirosawa, Chitaru; Abboud, Khalil A. Tetrahedron, 2011 , vol. 67, # 51 p. 9922 - 9943]
Novel acylation of aliphatic olefins promoted by active zinc compounds
[Shono, Tatsuya; Nishiguchi, Ikuzo; Sasaki, Manji; Ikeda, Haruhiko; Kurita, Makoto Journal of Organic Chemistry, 1983 , vol. 48, # 15 p. 2503 - 2505]
[Olah, George A.; Wu, An-hsiang Journal of Organic Chemistry, 1991 , vol. 56, # 7 p. 2531 - 2534]
[Aaziz, Akima; Oudeyer, Sylvain; Leonel, Eric; Paugam, Jean Paul; Nedelec, Jean-Yves Synthetic Communications, 2007 , vol. 37, # 7 p. 1147 - 1154]
The Reaction of α, α-Dichlorobenzyltrimethylsilane with Aldehydes and Ketones
[Larson, Gerald L.; Prieto, Jose A.; Valle, Luis del Synthetic Communications, 1989 , vol. 19, # 7,8 p. 1405 - 1412]