Recent Trends in Copper‐Catalyzed C−H Amination Routes to Biologically Important Nitrogen Scaffolds

Abstract

Nitrogen-containing heterocycles have found remarkable applications in natural product research, material sciences, and pharmaceuticals. Although the synthesis of this interesting class of compounds attracted the interest of generations of organic chemists, simple and straightforward assembly methods based on transition-metal catalysis have regularly been elusive. The recent advancements in the development of C-H functionalization have helped in accomplishing the synthesis of a variety of complex heterocycles from simple precursors. This Focus Review summarizes the recent advances in one particular field: the copper-catalyzed C-N bond formation reactions via C-H bond functionalization to furnish a comprehensive range of nitrogen heterocycles. Applicability and synthetic feasibility of a particular reaction represent major requirements for the inclusion in this review.

Visible‐Light‐Induced Direct Oxidative C−H Amidation of Heteroarenes with Sulfonamides

“…[4] Copper-catalyzed and ligand-accelerated variations have also been achieved, which are good alternatives for the synthesis of vinyl or aryl amines. [6] Althoughs ome significant contributions have been reported, [7] this attractive strategy still suffers from somed isadvantages, including harsh reactionc onditions, stoichiometric oxidants, and directing groups. The most desirable but challenging CÀNb ond formation strategy is direct oxidative CÀHa mination of hydrocarbons with amines.…”

“…The most desirable but challenging CÀNb ond formation strategy is direct oxidative CÀHa mination of hydrocarbons with amines. [6] Althoughs ome significant contributions have been reported, [7] this attractive strategy still suffers from somed isadvantages, including harsh reactionc onditions, stoichiometric oxidants, and directing groups. Therefore, the development of efficient and practical direct CÀHa mination/amidation is still highly desirable and valuable.…”

One-pot synthesis of 1,3,5-triazine-2,4-dithione derivatives via three-component reactions

“…The construction of nitrogen-containing heterocycles is one of the most prolific areas in organic chemistry that has drawn considerable attention from chemists due to their widespread occurrence in a variety of natural products [1][2][3][4], chemical materials [5,6], and medication [7]. Among the vast array of nitrogencontaining heterocyclic compounds, triazines and substituted triazines are of particular utility in drug discovery because of their broad potential biological activities [8,9].…”

Immobilization of copper complexes with (1,10-phenanthrolinyl)phosphonates on titania supports for sustainable catalysis

“…Copper catalysts could replace precious metal complexes in many industrial processes involved in pharmaceutical, dye and polymer productions. [1][2][3] This is of major importance in view of societal concerns relating to environmental and sustainable chemistry. In the last two decades, signicant improvements in homogeneous Cu-catalysed C-C 4-7 and C-Het (Het ¼ O, S, Se, N, P) 6,8 cross-coupling reactions, additions to unsaturated C-C bonds, 9 Huisgen 1,3-dipolar cycloaddition, 10 and other organic transformations 2,9,[11][12][13][14][15] were reported.…”