Amide bond synthesis via silver(I) N-heterocyclic carbene-catalyzed and tert-butyl hydroperoxide-mediated oxidative coupling of alcohols with amines under base free conditions

Oxidative Amidation of Aldehydes with Amines Catalysed by Fe(II) – Hydride Complex and N‐ Heterocyclic Carbenes (NHC)

“…On looking at the experimental outcomes, it was to be obvious that Fe(II) metal centre of complex [FeH 2 (PPh 3 ) 4 ], assisted with 1,3‐dimethylimidazolium carbene ligand (NHC precursor 5) was capable of catalyzing oxidative amidation reaction of aldehydes and amines providing good yields in hand. As evident from the previous studies and based on experimental results a possible mechanism for the reaction was represented in generalised form (Scheme ). The initiation of the reaction envisaged of the reaction by the coordination of aldehyde to the Fe.…”

Anticancer Evaluation of Some New 4β‐Imidazolopodophyllotoxin ‐Aromatic Amides

“…In the 1 H NMR spectrum, the presence of new broad singlet signal at δ value 4.37 ppm was confirmed the formation of NH 2 group in the intermediate 4 . Finally, we have extended the synthetic application of our previously developed base free Ag(I)‐NHC catalyzed and TBHP mediated amide bond method [12] . In detail, the Ag(I)‐NHC promoted oxidative coupling of various aromatic alcohols ( 5 a – p ) with amines mediated by TBHP in ethanol after 16–18 hours provided the targeted products ( 6 a – p ) in moderate to good yields.…”

“…Finally, we have extended the synthetic application of our previously developed base free Ag(I)-NHC catalyzed and TBHP mediated amide bond method. [12] In detail, the Ag(I)-NHC promoted oxidative coupling of various aromatic alcohols (5 a-p) with amines mediated by TBHP in ethanol after 16-18 hours provided the targeted products (6 a-p) in moderate to good yields. The structures of the all the products (6 a-p) were analysed by 1 H & 13 CNMR and mass spectral data.…”

Transition‐metal‐catalyzed dehydrogenative coupling of alcohols and amines: A novel and atom‐economical access to amides

“…Very recently, the group of Vadde and Vasam disclosed that synthetically important N ‐arylbenzamide derivatives 23 could be effectively prepared from the reaction of aniline derivatives 21 with benzyl alcohols 22 in the presence of a catalytic amount of [(IMes)AgCl] (IMes = N,N′ ‐bis‐[2,4,6‐(trimethyl) phenyl]imidazol‐2‐ylidene) and over‐stoichiometric amounts of tert ‐butyl hydroperoxide (TBHP) under relatively mild conditions. [ 36 ] As shown in Scheme 10, a series of common substituents (e.g., NO 2 , Cl, OMe) were compatible under the conditions. In addition, this system also worked for oxidative amidation of aliphatic alcohols with various primary and secondary aliphatic amines, and the desired amide products were isolated in very good yields.…”