Remarkably mild and efficient intramolecular Friedel-Crafts cyclization catalyzed by In(III).
[structure: see text]. Indium(III) salts were found to be highly effective catalysts for the intramolecular Friedel-Crafts reaction of simple allylic bromides and arenes. In(III) salts appear to be the most general and possess unique halophilic properties as a Lewis acid for this reaction among the catalysts evaluated to date. Deactivated arenes possessing chloride, bromide, and fluoride underwent smooth reaction when activated by InCl3.
Hayashi
Ryuji
R
Department of Chemistry and Molecular Biology, North Dakota State University, Fargo, ND 58105-5516, USA.
Cook
Gregory R
GR
D000498:Allyl Compounds / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D006842:Hydrocarbons, Brominated / Q000737:chemistry*; D007204:Indium / Q000737:chemistry*; D015394:Molecular Structure; D011084:Polycyclic Aromatic Hydrocarbons / Q000138:chemical synthesis / Q000737:chemistry
D000498:Allyl Compounds; D006842:Hydrocarbons, Brominated; D011084:Polycyclic Aromatic Hydrocarbons; D007204:Indium; C020758:indium trichloride