Palladium catalyzed selective benzylic C‒H alkoxylation | Sciact

Palladium catalyzed selective benzylic C‒H alkoxylation Научная публикация

Журнал

Journal of Catalysis
ISSN: 0021-9517 , E-ISSN: 1090-2694

Вых. Данные

Год: 2026, Номер статьи : 116895, Страниц : DOI: 10.1016/j.jcat.2026.116895

Авторы

Lubov Dmitry P. ¹ , Ivanov Konstantin S. ² , Nefedov Andrey A. ^2,3 , Bryliakov Konstantin P. ¹

Организации

1	Zelinsky Institute of Organic Chemistry RAS, Leninsky Pr. 47, Moscow 119991, Russia
2	Novosibirsk State University, Pirogova 1, Novosibirsk 630090, Russia
3	Vorozhtsov Novosibirsk Institute of Organic Chemistry, Pr. Lavrentieva 9, Novosibirsk 630090, Russia

Palladium(II) complexes of the TPA family (TPA − tris(2-pyridylmethyl)amine) are known as highly regioselective catalysts of hydroxylation of 3° C(sp3)‒H groups with peroxycarboxylic acids. Recently, they have been shown to mediate the selective trifluoroethoxylation of organic substrates at benzylic Csingle bondH groups in the medium of 2,2,2-trifluoroethanol, giving the corresponding trifluoroethyl ethers in up to 73 % isolated yield. Herewith, we have developed the general approach to palladium catalyzed direct benzylic C(sp3)‒H alkoxylations, converting the substrates to the corresponding alkyl ethers in up to 95 % yield. The utility of the developed synthetic protocol is exemplified by the selective alkoxylation of several complex molecules of natural origin (steroids and terpenoids). Preliminary experimental data on the alkoxylation mechanism are discussed.

Lubov D.P. , Ivanov K.S. , Nefedov A.A. , Bryliakov K.P.
Palladium catalyzed selective benzylic C‒H alkoxylation
Journal of Catalysis. 2026. 116895 . DOI: 10.1016/j.jcat.2026.116895 OpenAlex

Поступила в редакцию:	2 февр. 2026 г.
Опубликована в печати:	22 апр. 2026 г.

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