Alexander O Terentev
ZIOC RAS, Russia
Title: Oxidative cross-dehydrogenative coupling with selective C-O bond formation
Biography
Biography: Alexander O Terentev
Abstract
Oxidative 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 was studied in most detail; the C-N, C-P, and C-O cross-coupling reactions are less well developed. It is diffi cult 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-dehydrogenative C-O coupling of 1,3-dicarbonyl compounds and their heteroanalogs 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.