Regioselectivity of Arylation of 2,3’-Biquinolyl Dianion
Alexander V. Aksenov, Inna V. Aksenova, Ivan V. Borovlev, Yu. I. Smushkevich
Abstract
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Alexander V. Aksenov, Inna V. Aksenova, Ivan V. Borovlev, Yu. I. Smushkevich
Abstract
Open-access reader
The dianion of 2,3’-biquinolyl with aryl- and hetaryl halides forms the products of arylation to 4’-position, which on treatment with alkyl halides or water yield 1’-alkyl-1’,4’dihydro-2,3’-biquinolyls or 4’-aryl-1’,4’-dihydro-2,3’-biquinolyls respectively. The oxidation of the latter leads to 4’-aryl-2,3’-biquinolyls. The cation dependence of the arylation is shown.
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The dianion of 2,3’-biquinolyl with aryl- and hetaryl halides forms the products of arylation to 4’-position, which on treatment with alkyl halides or water yield 1’-alkyl-1’,4’dihydro-2,3’-biquinolyls or 4’-aryl-1’,4’-dihydro-2,3’-biquinolyls respectively. The oxidation of the latter leads to 4’-aryl-2,3’-biquinolyls. The cation dependence of the arylation is shown.
Key concepts: Halide, Regioselectivity, Alkyl, Aryl, Yield (engineering), Chemistry, Medicinal chemistry, Stereochemistry