Polymer‐anchored Ru(II) complex as an efficient catalyst for the synthesis of primary amides from nitriles and of secondary amides from alcohols and amines

Abstract

A polymer-anchored ruthenium(II) catalyst was synthesized and characterized. Its catalytic activity was evaluated for the preparation of primary amides from aqueous hydration of nitriles in neutral condition. A range of nitriles were successfully converted to their corresponding amides in good to excellent yields. The catalyst was also effective in the preparation of secondary amides from the coupling of alcohols and amines. The catalyst can be facilely recovered and reused six times without a significant decrease in its activity.

Selective Cleavage of Inert Aryl C–N Bonds in N-Aryl Amides

“…31 The product was isolated by flash chromatography (eluent: EA:PE = 1:2) as a white solid (26 mg, 79%); mp: 140−144 °C; 2-Nitrobenzamide (2n). 32 The product was isolated by flash chromatography (eluent: EA:PE = 1:2) as a white solid (29 mg, 88%); mp: 175−179 °C; Furan-2-carboxamide (2o). 33 The product was isolated by flash chromatography (eluent: EA:PE = 1:2) as a light yellow solid (17 mg, 79%); mp: 138−142 °C; 1 H NMR (600 MHz, CDCl 3 ) δ 7.46 (s, 1H), 7.18−7.14 (m, 1H), 6.51 (d, J = 3.6 Hz, 1H), 6.29 (s, 1H), 6.11 (s, 1H).…”

Potassium Hydroxide Catalysed Intermolecular Aza-Michael Addition of 3-Cyanoindole to Aromatic Enones

“…First, 3-cyanoindole itself and its N1derivates have important biological activities such as inosine monophosphate dehydrogenase (IMPDH) inhibitory activity. 17 Next, 3-cyanoindole can be transferred into a broad range of functional compounds, such as aldehydes, 18 carboxylic acids, 19 amides, 20 ketones, 21 and heterocycles. 22 More important, 3-cyanoindole is a key intermediate to synthesize natural products (topsentin A and nortopsentins B and D) 23 and diverse pharmaceutical compounds such as sphingosine kinase inhibitor, 24 anticancer agents, 25 glycogen synthase kinase 3β inhibitors, 26 and 5-HT3 antagonists.…”

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

“…In this context, several Ru-based catalytic systems have been developed during the last decade (Table 1), which showed high catalytic performance in the oxidative coupling reactions between amines and alcohols. [21][22][23][24][25][26][27][28][29][30][31][32] However, most of the reported examples, if not all, suffer from harsh reaction conditions, limited substrate scope, and require inert atmosphere. Therefore, it seems that there is still much room to develop novel Ru-based catalysts that have superior activity especially for less-reactive amines (i.e., aryl amines and secondary amines).…”