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Electrochemical Hofmann rearrangement mediated by NaBr: practical access to bioactive carbamates

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Abstract

An electrochemical Hofmann rearrangement is reported. With the mediation of NaBr, highly corrosive and toxic halogens are avoided. Moreover, this efficient and green approach is well compatible with a broad range of amides, including several commercial medicine derivatives, and provides direct access to synthetically useful carbamates. The synthetic utility of this method is also demonstrated by the preparation of 15N labeling carbamate and gram-scale synthesis of Amantadine.

Graphical abstract: Electrochemical Hofmann rearrangement mediated by NaBr: practical access to bioactive carbamates

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Publication details

The article was received on 06 May 2018, accepted on 04 Jun 2018 and first published on 04 Jun 2018


Article type: Communication
DOI: 10.1039/C8OB01059E
Citation: Org. Biomol. Chem., 2018, Advance Article
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    Electrochemical Hofmann rearrangement mediated by NaBr: practical access to bioactive carbamates

    L. Li, M. Xue, X. Yan, W. Liu, K. Xu and S. Zhang, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB01059E

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