87338-03-2Relevant articles and documents
A Lewis Acid Catalyzed 1,2 Aryl Shift in α-Haloalkyl Aryl Acetals: A Convenient Route to α-Arylalkanoic Acids
Castaldi, Graziano,Belli, Aldo,Uggeri, Fulvio,Giordano, Claudio
, p. 4658 - 4661 (1983)
A new method for the synthesis of α-arylalkanoic acids is given, based on Lewis acid promoted rearrangement of acetals of primary and secondary α-haloalkyl aryl ketones (halo = Br, Cl) in hydrocarbon solvents.The reaction is selective, providing the esters of α-arylalkanoic acids in almost quantitative yields.The ability of "soft and borderline" Lewis acids in activating the carbon-halogen bond is compared with that of silver salts.The reaction mechanism is discussed.The present synthesis has been applied to some α-arylpropionic acids well-known as antiinflammatory drugs.
ANODIC FUNCTIONALIZATION OF OLEFINS IN ALCOHOLS IN THE PRESENCE OF HALIDE SALTS
Elinson, M. N.,Makhova, I. V.,Nikishin, G. I.
, p. 112 - 118 (2007/10/02)
Electrolysis of conjugated, unbranched arylolefins in the presence of alkali metal halides in alcohols affords 1-aryl-2-bromoketals in 60-90percent yields.Under these conditions, 2-methyl-1-phenylprop-1-ene is converted into 1-bromo-2-methyl-1-phenylprop-1-ene in 80percent yield, and arylolefins with no benzylidene hydrogens give 1-aryl-1-alkoxy-2-bromoalkanes.
ELAECTROCHEMICAL OXIDATION OF CONJUGATED ARYLOLEFINS TO α-BROMOKETALS
Nikishin, Gennady I.,Elinson, Michail N.,Makhova, Irina V.
, p. 1603 - 1604 (2007/10/02)
Conjugated arylolefins electrolyzed in alcohols in the presence of alkali metal bromides are transformed into α-bromoketals.
