Haloalkylation Friedel-Crafts reaction

Olah, G. A. Kuhn, S. J. Selective Friedel-Crafts reactions. I. Boron halide catalyzed haloalkylation of benzene and alkylbenzenes with fluorohaloalkanes. /. Org. Chem. 1964,... 

Haloalkylations have also been carried out with branched, unsymmetrical simple di- and poly-halides, straight-chain, unsymmetrical simple di- and poly-halides, and mixed di- and poly-halides. Schmerling et a/.have studied the Friedel-Crafts reactions of benzene with l,3-dichloro-3-methylbutane in the presence of AlCb and obtained a 28-29% yield of l-chloro-3-methyl-3-phenylbutane (equation 81). 

Similarly, arylalkylamides, haloalkylarylamines, haloalkylaryl ketones and haloalkyl ethers undergo Friedel-Crafts cycloalkylation to give six- or five-mem red ring closure products. Representative examples of these reactions are shown in equations (99) to (103). " An excellent review by Brad-sher on the cycloalkylation of aiylcarbonyl compounds is available. 

---