Nondirected Palladium-Catalyzed C(sp3)–H Oxygenation with H2O2

Nondirected Palladium-Catalyzed C(sp3)–H Oxygenation with H2O2 Full article

Journal

Organic Letters
ISSN: 1523-7060 , E-ISSN: 1523-7052

Output data

Year: 2026, DOI: 10.1021/acs.orglett.6c03151

Authors

Lubov Dmitry P. ¹ , Zhernikova Elizaveta M. ¹ , Bryliakov Konstantin P. ¹

Affiliations

1	Zelinsky Institute of Organic Chemistry RAS, Leninsky Pr. 47, Moscow 119991, Russia

Palladium(II) complexes of the TPA family (TPA = tris(2-pyridylmethyl)amine) catalyze selective C(sp3)–H oxyfunctionalizations but have so far been unable to activate “green” oxidant H2O2, instead requiring peroxycarboxylic acids (2–4 equiv, best results coming with m-CPBA). Herein, we show that hydrogen peroxide itself, conveniently delivered as its solid surrogates (UHP and SPC), can serve as the terminal oxidant in Pd(TPA)-catalyzed nondirected C(sp3)–H oxygenation, with carboxylic acid anhydrides as cocatalytic H2O2 activators. Depending on the conditions, alcohols or ketones form, with the catalyst sustaining up to 1.6 × 104 turnovers. The protocol is applied to the selective oxidation of complex natural products (steroids and terpenoids).

Lubov D.P. , Zhernikova E.M. , Bryliakov K.P.
Nondirected Palladium-Catalyzed C(sp3)–H Oxygenation with H2O2
Organic Letters. 2026. DOI: 10.1021/acs.orglett.6c03151 WOS OpenAlex

Submitted:	Jul 23, 2026
Published print:	Sep 18, 2026

≡ Web of science:	WOS:001880318100001
≡ OpenAlex:	W7213600863