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Organic Chemistry 2018

Journal of Organic & Inorganic Chemistry

ISSN: 2472-1123

Page 20

August 16-17, 2018

Dublin, Ireland

6

th

Edition of International

Conference and Exhibition on

Organic Chemistry

O

xidative cross-dehydrogenative coupling methodology lies

in the modern trend of organic chemistry. It eliminates

necessity for installation 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

were studied in detail; the C-N, C-P, and C-O cross-coupling

reactions are less well developed. It is difficult to achieve

high selectivity in the cross-dehydrogenative C-O coupling

because the starting compounds are prone to side oxidation

and fragmentation reactions giving, 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 C-O coupling of 1,3-dicarbonyl compounds,

their heteroanalogs and heterocycles with peroxides, oximes

and hydroxyamides. The best result obtained with the use of

the widely available copper, iron, manganese or lanthanide

salts as catalysts or oxidants.

Recent Publications

1. A O Terentev et al. (2014) Iminoxyl radical based

strategy for intermolecular C-O bond formation: cross

dehydrogenative coupling of 1,3 dicarbonyl compounds

with oximes. Adv. Synth. Catal. 356(10):2266-2280.

2. I B Krylov, V A Vil’ and A O Terent’ev (2015) Cross-

dehydrogenative coupling for the intermolecular C-O

bond formation. Beilstein J. Org. Chem. 11(2015):92-

146.

3. I B Krylov et al. (2017) Selective cross-dehydrogenative

C–O coupling of N-hydroxy compounds with

pyrazolones: introduction of the diacetyliminoxyl radical

into the practice of organic synthesis Org. Chem. Front.

4(10):1947-1957.

Biography

Alexander O Terentev pursued PhD Degree (2000); DSc Degree (2009). He

worked as a Professor at the DMendeleev University of Chemical Technolo-

gy of Russia (2011). He became the head of laboratory at N D Zelinsky Insti-

tute of Organic Chemistry of the Russian Academy of Sciences (2014), head

of laboratory in All Russian Research Institute of Phytopathology (2016). He

has published 3 chapters of books, 100 research papers, and 30 patents.

His research interests include: organic chemistry, medicinal and agricultural

chemistry and chemical technology.

alterex@yandex.ru

Oxidative cross-coupling with C-O bond formation

Alexander O Terentev, Alexander S Budnikov, Stanislav A Paveliev

and

Oleg V

Bityukov

N D Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Russia

Alexander O Terent’ev et al., J Org Inorg Chem 2018, Volume 4

DOI: 10.21767/2472-1123-C4-011