Arylation of Adamantanamines: X. Palladium- and Copper-Catalyzed Heteroarylation of Adamantane-Containing Amines with Bromopyridines

Lyakhovich, M.S.; Murashkina, A.V.; Averin, A.D.; Abel, A.S.; Maloshitskaya, O.A.; Savelyev, E.N.; Orlinson, B.S.; Beletskaya, I.P.

Информация о цитировании статьи получена из Web of Science, Scopus
Статья опубликована в журнале из списка Web of Science и/или Scopus
Дата последнего поиска статьи во внешних источниках: 23 августа 2019 г.

Авторы: Lyakhovich M.S., Murashkina A.V., Averin A.D., Abel A.S., Maloshitskaya O.A., Savelyev E.N., Orlinson B.S., Beletskaya I.P.
Журнал: Russian Journal of Organic Chemistry
Том: 55
Номер: 6
Год издания: 2019
Издательство: Maik Nauka/Interperiodica Publishing
Местоположение издательства: Russian Federation
Первая страница: 737
Последняя страница: 747
DOI: 10.1134/S1070428019060010
Аннотация: The catalytic efficiencies of palladium(0) and copper(I) complexes in the amination of 2-bromopyridine and its fluorine-containing derivatives with (1-adamantyl)methanamine and 2-(1-adamantyloxy)ethanamine were compared. Both types of catalytic systems were shown to be applicable for the preparation of the corresponding N-pyridyl derivatives from 3- and 5-fluoro- and 4-, 5-, and 6-trifluoromethyl-2-bromopyridines. DavePhos was found to be the most efficient ligand in the Pd(0)-catalyzed reactions; however, the reactions with 2-bromo-4-(trifluoromethyl)pyridine and 2-bromo-5-(trifluoromethyl)pyridine were accompanied by formation of a considerable amount of the diarylation product. The diarylation process was significantly suppressed in the presence of copper(I) complexes.
Добавил в систему: Абель Антон Сергеевич

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Arylation of Adamantanamines: X. Palladium- and Copper-Catalyzed Heteroarylation of Adamantane-Containing Amines with Bromopyridinesстатья

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