Stable and reactive diacetyliminoxyl radical in oxidative C–O coupling with β-dicarbonyl compounds and their complexes

Stable and reactive diacetyliminoxyl radical in oxidative C–O coupling with β-dicarbonyl compounds and their complexes Full article

Journal

Organic and Biomolecular Chemistry
ISSN: 1477-0520 , E-ISSN: 1477-0539

Output data

Year: 2021, Volume: 19, Number: 35, Pages: 7581-7586 Pages count : 6 DOI: 10.1039/d1ob01269j

Authors

Budnikov Alexander S. ¹ , Krylov Igor B. ^2,1 , Lastovko Andrey V. ^3,1 , Paveliev Stanislav A. ¹ , Romanenko Alexander R. ² , Nikishin Gennady I. ¹ , Terent'ev Alexander O. ^2,1

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry of the Russian Academy of Sciences, 47 Leninsky prosp., Moscow 119991, Russian Federation
2	D.I. Mendeleev University of Chemical Technology of Russia, 9 Miusskaya sq., Moscow 125047, Russian Federation
3	M. V. Lomonosov Moscow State University, 1 Leninskie Gory, Moscow 119991, Russian Federation

As a rule, reactive free radicals used in organic synthesis are too labile to be isolated, whereas persistent radicals are inert and find limited synthetic application. In the present study, the unusually stable diacetyliminoxyl radical was presented as a “golden mean” between transient and stable unreactive radicals. It was successfully employed as a reagent for oxidative C–O coupling with β-dicarbonyl compounds. Using this model radical the catalytic activity of acids, bases and transition metal ions in free-radical coupling was revealed.

Budnikov A.S. , Krylov I.B. , Lastovko A.V. , Paveliev S.A. , Romanenko A.R. , Nikishin G.I. , Terent'ev A.O.
Stable and reactive diacetyliminoxyl radical in oxidative C–O coupling with β-dicarbonyl compounds and their complexes
Organic and Biomolecular Chemistry. 2021. V.19. N35. P.7581-7586. DOI: 10.1039/d1ob01269j WOS Scopus OpenAlex

Web of science:	WOS:000688145200001
Scopus:	2-s2.0-85115116509
OpenAlex:	W3195193176

DB	Citing
OpenAlex	6
Scopus	5
Web of science	6