Literature DB >> 25786059

Transition-metal-free hydration of nitriles using potassium tert-butoxide under anhydrous conditions.

Ganesh Chandra Midya1, Ajoy Kapat1, Subhadip Maiti1, Jyotirmayee Dash1.   

Abstract

Potassium tert-butoxide acts as a nucleophilic oxygen source during the hydration of nitriles to give the corresponding amides under anhydrous conditions. The reaction proceeds smoothly for a broad range of substrates under mild conditions, providing an efficient and economically affordable synthetic route to the amides in excellent yields. This protocol does not need any transition-metal catalyst or any special experimental setup and is easily scalable to bulk scale synthesis. A single-electron-transfer radical mechanism as well as an ionic mechanism have been proposed for the hydration process.

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Year:  2015        PMID: 25786059     DOI: 10.1021/jo502752u

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


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