Organolithium compounds in the nucleophilic substitution of hydrogen in arenes and hetarenes / Kovalev I. S.,Kopchuk D. S.,Zyryanov G. V.,Rusinov V. L.,Chupakhin O. N.,Charushin V. N. // RUSSIAN CHEMICAL REVIEWS. - 2015. - V. 84, l. 12. - P. 1191-1225.

ISSN/EISSN:
0036-021X / 1468-4837
Type:
Review
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.
Author keywords:
BUTYLLITHIUM-PYRIDINE ADDUCT; DIELS-ALDER REACTION; ONE-POT SYNTHESIS; METAL-COMPLEXES; AROMATIC-SUBSTITUTION; TELE-SUBSTITUTION; ORGANIC-SYNTHESIS; ORGANOMETALLIC REAGENTS; ADDITION-REACTIONS; LITHIUM REAGENTS
DOI:
10.1070/RCR4462
Web of Science ID:
ISI:000367230100001
Соавторы в МНС:
Другие поля
Поле Значение
Publisher TURPION LTD
Address C/O TURPION LTD, IOP PUBLISHING, TEMPLE CIRCUS, TEMPLE WAY, BRISTOL BS1 6HG, ENGLAND
Language English
EISSN 1468-4837
Keywords-Plus BUTYLLITHIUM-PYRIDINE ADDUCT; DIELS-ALDER REACTION; ONE-POT SYNTHESIS; METAL-COMPLEXES; AROMATIC-SUBSTITUTION; TELE-SUBSTITUTION; ORGANIC-SYNTHESIS; ORGANOMETALLIC REAGENTS; ADDITION-REACTIONS; LITHIUM REAGENTS
Research-Areas Chemistry
Web-of-Science-Categories Chemistry, Multidisciplinary
Author-Email ekls85@yandex.ru dkopchuk@mail.ru gvzyryanov@gmail.com v.l.rusinov@urfu.ru chupakhin@ios.uran.ru charushin@ios.uran.ru
Funding-Acknowledgement Russian Science Foundation {[}15-13-10033]
Funding-Text This review article was supported by the Russian Science Foundation (Agreement No. 15-13-10033).
Number-of-Cited-References 239
Usage-Count-Last-180-days 4
Usage-Count-Since-2013 20
Journal-ISO Russ. Chem. Rev.
Doc-Delivery-Number CZ6SD