Organic Chemistry: Current Research
Open Access

Oxidative cross-dehydrogenative coupling with C-O bond formation

10^th European Organic Chemistry Congress

March 21-22, 2019 | Rome, Italy

Alexander O Terent�ev, Igor B Krylov and V A Vil�

N D Zelinsky Institute of Organic Chemistry-RAS, Russia

Scientific Tracks Abstracts: Organic Chem Curr Res

Abstract :

Oxidative cross-dehydrogenative coupling is included in the modern trends of organic chemistry. It eliminates necessity for introduction of additional functional groups and affords direct coupling in one stage (via selective C-H activation) with limited amount of wastes, high atom- and step- economy. Oxidative cross-dehydrogenative C-C coupling was studied in most detail; the C-N, C-P, and C-O cross-coupling reactions are less developed. The problem is in achieving of high selectivity in the cross-dehydrogenative C-O coupling because the starting compounds are prone to side oxidation and fragmentation reactions producing, for example, alcohols and carbonyl compounds. This gives rise to a problem of searching for oxidizing agents and reaction conditions suitable for the cross-coupling of different types of substrates. We discovered oxidative cross-dehydrogenative C-O coupling of 1, 3-dicarbonyl compounds, their heteroanalogs, and heterocycles with peroxides, oximes and hydroxyamides. The best results were obtained with the use of the widely available copper, iron, manganese or lanthanide salts as catalysts or oxidants.

Recent Publications

1. A.O. Terent’ev, I.B. Krylov, M.Y. Sharipov, Z.M. Kazanskaya, G.I. Nikishin (2012) Tetrahedron 68: 10263-10271.

2. A.O. Terent’ev, I.B. Krylov, V.P. Timofeev, Z.A. Starikova, V.M. Merkulova, A.I. Ilovaisky, G.I. Nikishin (2013) Adv. Synth. Catal. 355: 2375-2375.

3. A.O. Terent’ev, I.B. Krylov, V.P. Timofeev, B.N. Shelimov, R.A. Novikov, V.M. Merkulova, G.I. Nikishin (2014) Adv. Synth. Catal. 356: 2266-2280.

4. A.O. Terent’ev, I.B. Krylov, V.A. Vil’ (2015) Beilstein J. Org. Chem. 11: 92–146.

5. A.O. Terent’ev, V.A. Vil’, E.S. Gorlov, G.I. Nikishin, K.K. Pivnitsky, W. Adam (2016) JOC 81: 810-823.

Biography :

Alexander O Terent’ev has received his MS in Chemistry of Biologically Active Compounds at D. Mendeleev University of Chemical Technology of Russia, Moscow; PhD and DSc in Organic Chemistry in N.D. Zelinsky Institute of Organic Chemistry RAS in 2000 and 2009 respectively. Currently, he is the Head of laboratory at N D Zelinsky Institute of Organic Chemistry RAS and Head of laboratory at All-Russian Research Institute of Phytopathology. His interests are Organic Chemistry, Medical and Agricultural Chemistry, Chemical Technology. He published three chapters in books, 110 research papers, and 30 patents.