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Triphenylphosphine-assisted dehydroxylative Csp3–N bond formation via electrochemical oxidation

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Abstract

A dehydroxylative Csp3–N coupling reaction assisted by triphenylphosphine has been developed through electrochemical oxidation. The reaction proceeds via anodic oxidation of triphenylphosphine to generate its corresponding radical cation, followed by reacting with hydroxyl groups to form alkoxy triphenylphosphonium ions, which are trapped by azoles or amides to construct C–N bonds. This method provides an efficient electrochemical strategy of activating hydroxyl groups to form C–N bonds under mild conditions.

Graphical abstract: Triphenylphosphine-assisted dehydroxylative Csp3–N bond formation via electrochemical oxidation

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Publication details

The article was received on 05 Nov 2019, accepted on 22 Nov 2019 and first published on 22 Nov 2019


Article type: Communication
DOI: 10.1039/C9CC08622F
Chem. Commun., 2019, Advance Article

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    Triphenylphosphine-assisted dehydroxylative Csp3–N bond formation via electrochemical oxidation

    Z. Xu, Y. Zheng, Z. Wang, X. Shao, L. Tian and Y. Wang, Chem. Commun., 2019, Advance Article , DOI: 10.1039/C9CC08622F

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