Transition-Metal-Free Hydration of Nitriles Using Potassium tert-Butoxide under Anhydrous Conditions

Midya, Ganesh Chandra ; Kapat, Ajoy ; Maiti, Subhadip ; Dash, Jyotirmayee (2015) Transition-Metal-Free Hydration of Nitriles Using Potassium tert-Butoxide under Anhydrous Conditions Journal of Organic Chemistry, 80 (8). pp. 4148-4151. ISSN 0022-3263

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Official URL: http://doi.org/10.1021/jo502752u

Related URL: http://dx.doi.org/10.1021/jo502752u

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.

Item Type:Article
Source:Copyright of this article belongs to American Chemical Society.
ID Code:126584
Deposited On:17 Oct 2022 05:47
Last Modified:17 Oct 2022 05:47

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