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This article is cited in 27 scientific papers (total in 27 papers)
Organolithium compounds in the nucleophilic substitution of hydrogen in arenes and hetarenes
I. S. Kovaleva, D. S. Kopchukba, G. V. Zyryanovba, V. L. Rusinovba, O. N. Chupakhinba, V. N. Charushinba a Chemical Technological Institute, Ural Federal University named after the First President of Russia B. N. Yeltsin, Ekaterinburg
b I. Ya. Postovsky Institute of Organic Synthesis, Ural Branch of Russian Academy of Sciences, Ekaterinburg
Abstract:
The review considers the most typical examples of the direct non-activated non-catalytic C–C bond formation in arenes and their metal complexes activated by electron-withdrawing substituents in the aromatic nucleus and in hetarenes (azines and their N-oxides, porphyrins, etc.) upon the reactions with aliphatic and (hetero)aromatic (hetero)organolithium nucleophiles. Particular attention is given to the direct introduction of nitroxide radicals and (hetero)organic moieties into mono-, di- and triazines and their N-oxides. The influence of the structures of the (hetero)aromatic substrate and the (hetero)organolithium nucleophile on the reaction pathway and rate and on the structure of the reaction product is analyzed.
The bibliography includes 237 references.
Received: 22.04.2014
Citation:
I. S. Kovalev, D. S. Kopchuk, G. V. Zyryanov, V. L. Rusinov, O. N. Chupakhin, V. N. Charushin, “Organolithium compounds in the nucleophilic substitution of hydrogen in arenes and hetarenes”, Usp. Khim., 84:12 (2015), 1191–1225; Russian Chem. Reviews, 84:12 (2015), 1191–1225
Linking options:
https://www.mathnet.ru/eng/rcr4080https://doi.org/10.1070/RCR4462 https://www.mathnet.ru/eng/rcr/v84/i12/p1191
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