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 |
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| Authors: | Ramesh Balaboina Narasimha Swamy Thirukovela Ravinder Vadde Chandra Sekhar Vasam |
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| Institution: | 1. Department of Chemistry, Kakatiya University, Warangal, Telangana State 506009, India;2. Department of Pharmaceutical Chemistry, Telangana University, Nizamabad, Telangana State, India |
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| Abstract: | We present a base free method for amide bond construction via oxidative coupling of alcohols with amines catalyzed by Silver(I) N-heterocyclic carbenes (Ag(I)-NHCs) and mediated by tert-butyl hydroperoxide (TBHP) in ethanol. The results of controlled experiments suggest that the oxidative coupling proceeds through the formation of aldehyde, then subsequent attack by amine to give hemiaminal, which can then be oxidized to amide. |
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| Keywords: | Oxidative amidation Hemiaminal TBHP |
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