Copper‐Catalyzed Cross‐Dehydrogenative Coupling Reactions

Abstract

Copper-catalyzed organic reactions have received wide attention due to the high relative abundance of copper, its cheap price, low toxicity, eco-friendliness, sustainable nature, and versatility as a catalyst. Copper catalysts are widely used in cross-dehydrogenative coupling and have found wide applications in heterocyclic chemistry. This review focuses on the recent advances in the synthesis of biologically important compounds such as nitrogen heterocycles, amines, amides, imines, and alkynes using copper-catalyzed cross-dehydrogenative coupling and covers literature from 2018 to 2020.

C–H Bond Functionalization of Amines: A Graphical Overview of Diverse Methods

“… Metal-catalyzed cross-dehydrogenative-coupling (CDC) reactions with oxygen as the terminal oxidant. 18 …”

A New Method for the Synthesis of 1-Methyl-1H-indole-3-carboxylate Derivatives, Employing Copper(II)

“…6 A general methodology for transformations of oxidative coupling reactions of tertiary amines with indoles, alkynes, nitroalkanes, naphthols, 6,7 and aldehydes 7c,8 has been developed. Most of the cross-dehydrogenative coupling reactions use transition-metal catalysts, including Cu, 9 Fe, 10 Pd, Pt, V, Au, Ru, and Rh. 11 The indole ring is one of the most important structural classes in marketed drugs, such as indomethacin, 12 pravadoline, 13 delavirdine, 14 yohimbine, 15 apaziquone, 16 umifenovir, 17 and panobinostat.…”

Potassium-Base-Mediated Autoxidative Diastereoselective Homocoupling of N-Acyl-2-aminoacetophenones

“…Oxidative dehydrogenative coupling is one of the most attractive strategies for straightforward, effective, and atom-economical organic transformations . The majority of methods rely on metal salts or stoichiometric amounts of chemical oxidants, often requiring harsh conditions and expensive reagents. Autoxidative dehydrogenative coupling with C­(sp 3 )–H bond activation has drawn considerable attention because it is a more environmentally benign method with molecular oxygen as the sole oxidant without metal and synthetic oxidants.…”