Aerobic oxidation of primary amines to amides catalyzed by an annulated mesoionic carbene (MIC) stabilized Ru complex

Abstract

Catalytic aerobic oxidation of primary amines to the amides, using the precatalyst [Ru(COD)(L1)Br2] (1) bearing an annulated π−conjugated imidazo[1,2−a][1,8]naphthyridine-based mesoionic carbene ligand L1, is disclosed. This catalytic protocol is distinguished...

Cyclotrimetaphosphate-assisted ruthenium catalyst for the hydration of nitriles and oxidation of primary amines to amides under aerobic conditions in water

“…Notably, to date, the catalytic system for amine oxidation is reported either in organic solvents in the presence of water or under elevated pressure of oxygen in an aqueous solution. [19][20][21][22][23] Herein, we tried to explore the catalytic oxidation of the primary amines under aerobic conditions in water without using any external oxidant.…”

“…Recently, Bera and co-workers disclosed a ruthenium carbene complex for the aerobic oxidation of primary amines to amides in t -BuOH. 23 Notably, all these procedures discussed involve either the use of elevated temperature or high oxygen pressure and/or organic solvents. No reports in the literature describe carrying out both transformations with a single catalytic system in water.…”

Half‐sandwich Ru (II) complexes: Effect of ligands on aerobic oxidation of benzylamine

“…The later also catalyzed the cross‐coupling of alcohols and amines to yield un‐symmetric imines 9 . In contrast, Yadav et al 10 showed that carbene‐based C , N ‐coordinated Ru complex {κ 2 ‐ C , N ‐[7‐(CH 2 Ph)‐6‐Ph‐(C 10 H 6 N 3 )](COD)RuBr 2 } (Figure 1g) is effective in conversion of amines to amides (Scheme 1C).…”