Silica gel mediated oxidative C–O coupling of β-dicarbonyl compounds with malonyl peroxides in solvent-free conditions

Silica gel mediated oxidative C–O coupling of β-dicarbonyl compounds with malonyl peroxides in solvent-free conditions Full article

Journal

Pure and Applied Chemistry
ISSN: 0033-4545 , E-ISSN: 1365-3075

Output data

Year: 2018, Volume: 90, Number: 1, Pages: 7-20 Pages count : 14 DOI: 10.1515/pac-2017-0312

Authors

Bityukov Oleg V. ^1,2 , Vil Vera A. ^1,3,2 , Merkulova Valentina M. ² , Nikishin Gennady I. ² , Terent’ev Alexander O. ^1,3,2

Affiliations

1	All-Russian Research Institute for Phytopathology , 143050 B. Vyazyomy, Moscow Region , Russian Federation
2	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences , 47 Leninsky Prosp. , 119991 Moscow , Russian Federation
3	Faculty of Chemical and Pharmaceutical Technology and Biomedical Products , D. I. Mendeleev University of Chemical Technology of Russia , 9 Miusskaya Square , Moscow 125047, Russian Federation

For the first time silica gel was observed to activate peroxides in oxidative coupling reactions. Here we report silica gel mediated oxidative C–O coupling of β-dicarbonyl compounds with cyclic diacyl peroxides affording α-acyloxy derivatives with 100% atom efficiency. The highest yields of coupling products were achieved in solvent free conditions. C–O coupling products were prepared in yields up to 86%.

Bityukov O.V. , Vil V.A. , Merkulova V.M. , Nikishin G.I. , Terent’ev A.O.
Silica gel mediated oxidative C–O coupling of β-dicarbonyl compounds with malonyl peroxides in solvent-free conditions
Pure and Applied Chemistry. 2018. V.90. N1. P.7-20. DOI: 10.1515/pac-2017-0312 WOS Scopus OpenAlex

≡ Web of science:	WOS:000426360200002
≡ Scopus:	2-s2.0-85040950284
≡ OpenAlex:	W2621050289