Combination of gold and iridium catalysts for the synthesis of N-alkylated amides from nitriles and alcohols?

Catalysis Science & Technology Pub Date: 2015-01-05 DOI: 10.1039/C4CY01506A

Abstract

An alternative and efficient approach for the synthesis of N-alkylated amides from nitriles and alcohols was proposed and accomplished. By the combination of [(IPr)Au(NTf2)] (IPr = 1,3-bis(diisopropylphenyl)imidazol-2-ylidene) and [Cp*IrCl2]2 (Cp* = η5-pentamethylcyclopentadienyl), a series of nitriles were first hydrated to give amides, in which the resulting amides were further N-alkylated with a variety of alcohols as alkylating agents to afford N-alkylated amides with good to excellent yields. Compared with previous methods for the synthesis of N-alkylated amides from nitriles and alcohols as starting materials, this protocol could be accomplished with high atom economy under more environmentally benign conditions.

Graphical abstract: Combination of gold and iridium catalysts for the synthesis of N-alkylated amides from nitriles and alcohols
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