Showing papers by "G. I. Nikishin published in 1993"
TL;DR: In this paper, the effect of the structure of alkyl and aryl fragments on the process of a benzylic C-C bond cleavage was studied and the most effective side chains with side chains bearing vicinal methoxy-and hydroxy-groups in the a-and β-positions were found to be substituted benzenes and anisoles, and moderate for β-methoxy(hydroxy)- and (β,β-dialkoxyalkyl)arenes.
Abstract: Electrochemical cleavage of a benzylic C-C bond in arylaliphatic compounds and the effect of the structure of their alkyl and aryl fragments on the process are studied. Cleavage was found to be the most effective for substituted benzenes and anisoles with side chains bearing vicinal methoxy- and hydroxy-groups in the a- and β-positions. Cleavage was moderate for cior β-methoxy(hydroxy)- and (β,β-dialkoxyalkyl)arenes. Electrolysis carried out in methanol results in formation of PhCH2OMe and PhCH(OMe)2 from PhCH2R and PhCH(OMe)R, benzaldehyde from (1,2-dihydroxypropyl)benzene, acetophenone from 2-phenylhexan-2-ol, 4-MeOC6H4CH(OMe)2 from 4-(1,2-dimethoxypropyl)anisole, and 2-(MeO)2CHC6H4CH(OMe)2 from 1,2-dimethoxyindan.
4 citations
TL;DR: In this paper, the oxoalkylation of pyridine, quinoline, isoquinoline, and pyrazine with oxoxide radicals generated from one-methylcyclobutanol or 1-methylcyclopentanol under the action of Pb(OAc)4 or Mn(Oac)3 has been carried out.
Abstract: The oxoalkylation of pyridine, 2-methyl-, 4-methyl-, 2,4-dimethyl-, 2,6-dimethylpyridines, quinoline, 4-methylquinoline, isoquinoline, and pyrazine with oxoalkyl radicals generated from 1-methylcyclobutanol or 1-methylcyclopentanol under the action of Pb(OAc)4 or Mn(OAc)3 has been carried out. The reaction products are isomers with 2-(6)- and 4-positions of the oxoalkyl group in theN-heteroaromatic ring. The isomer ratios have been determined as a function of the structure of theN-heteroaromatic compound and the reaction conditions.
TL;DR: In this paper, a preparative method for the synthesis of derivatives of diketodicarboxylic or ω-functionally substituted ketocarboxyl acids from 1,4-cyclohexanedione monoethyleneketal has been developed.
Abstract: The decomposition of 1,4-dihydroxy-1,4-dihydroperoxycyclohexane under the action of FeSO4 and the decomposition of 1,4-cyclohexanedione monoethyleneketal hydroperoxide under the action of FeII salts in the presence of various ligands or under the action of CuII sulfate have been studied. A preparative method for the synthesis of derivatives of diketodicarboxylic or ω-functionally substituted ketocarboxylic acids from 1,4-cyclohexanedione monoethyleneketal has been developed.