859942-25-9Relevant academic research and scientific papers
Total synthesis of the marine metabolite (±)-Polysiphenol via highly regioselective intramolecular oxidative coupling
Barrett, Tim N.,Braddock, D. Christopher,Monta, Anna,Webb, Michael R.,White, Andrew J.P.
, p. 1980 - 1984 (2011/11/11)
(±)-Polysiphenol (1), an atropisomerically stable 4,5-dibrominated 9,10-dihydrophenanthrene from Polysiphonia ferulacea, was prepared by a biomimetically inspired highly regioselective intramolecular oxidative coupling of a dibrominated dihydrostilbene. T
Selective Preparation of Polycyclic Aromatic Hydrocarbons. Part 7. A Preparative Route to 10,11-Dihydro-5H-dibenzo-cycloheptenes Using Friedel-Crafts Intramolecular Cyclobenzylation
Yamato, Takehiko,Sakaue, Naozumi,Komine, Masayasu,Nagano, Yoshiaki
, p. 1708 - 1735 (2007/10/03)
Cyclobenzylation of 2-hydroxymethyldiphenylethanes 4 and 2,2'-bis(hydroxymethyl)diphenylethanes 13 in the presence of a solid perfluorinated sulfonic acid resin, Nafion-H, as a catalyst results in novel polycyclic aromatic hydrocarbons, dibenzocyclopentenes.Dibenzocyclopentenes were also prepared from diphenylethanes by a benzylation reaction, which incorporates chloromethylation of a hydrocarbon followed by Friedel-Crafts intramolecular cyclization reaction.The present method involving the action of ClCH2OMe and TiCl4 on a variety of diphenylethanes (constructed such that electrophilic substitution occurs ortho to the diphenylethane linkage) offers a convenient, mild one-pot synthesis of substituted dibenzocycloheptenes.The mechanism of these reactions is also discussed.
