Oxidative C-O coupling of benzylmalononitrile with 3-(hydroxyimino)pentane-2,4-dione

Oxidative C-O coupling of benzylmalononitrile with 3-(hydroxyimino)pentane-2,4-dione Full article

Journal

Russian Journal of Organic Chemistry
ISSN: 1608-3393 , E-ISSN: 1070-4280

Output data

Year: 2015, Volume: 51, Number: 1, Pages: 10-13 Pages count : 4 DOI: 10.1134/s1070428015010029

Authors

Krylov I.B. ¹ , Terent’ev A.O. ¹

Affiliations

1	Zelinskii Institute of Organic Chemistry, Russian Academy of Sciences, Moscow, Russia

Oxidative C-O coupling of benzylmalononitrile with 3-(hydroxyimino)pentane-2,4-dione has been accomplished. This reaction is the first example of oxidative C-O coupling of a malononitrile with an oxime. The best yield (65%) of the coupling product, 2-benzyl-2-[(2,4-dioxopent-3-ylidene)aminooxy]malononitrile, has been achieved with the use of Cu(ClO4)2 · 6 H2O as oxidant. It is believed that the reaction involves intermediate formation of oxygen-centered aminoxyl radical.

Krylov I.B. , Terent’ev A.O.
Oxidative C-O coupling of benzylmalononitrile with 3-(hydroxyimino)pentane-2,4-dione
Russian Journal of Organic Chemistry. 2015. V.51. N1. P.10-13. DOI: 10.1134/s1070428015010029 WOS Scopus OpenAlex

≡ Web of science:	WOS:000349377700002
≡ Scopus:	2-s2.0-84923170122
≡ OpenAlex:	W2029720319