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Catalyst-free electrochemical decarboxylative cross-coupling of N-hydroxyphthalimide esters and N-heteroarenes towards C(sp3)–C(sp2) bond formation

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Abstract

Cheap and widely available carboxylic acids are a class of ideal substrates to construct valuable compounds. As a candidate of decarboxylative reactions, the acid-based neutral N-hydroxyphthalimide ester undergoes a reductive decarboxylative process rather than a common oxidative decarboxylative process, which is a potential transformation mode for new reactions. In this work, we developed an electrochemical C(sp3)–C(sp2) coupling of N-hydroxyphthalimide esters and N-heteroarenes without any catalysts. Remarkably, this electrochemical protocol can not only be directly realised by carboxylic acids in a one-pot fashion, but also be scaled up using a continuous-flow reactor.

Graphical abstract: Catalyst-free electrochemical decarboxylative cross-coupling of N-hydroxyphthalimide esters and N-heteroarenes towards C(sp3)–C(sp2) bond formation

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Publication details

The article was received on 01 Nov 2019, accepted on 14 Nov 2019 and first published on 15 Nov 2019


Article type: Communication
DOI: 10.1039/C9CC08528A
Chem. Commun., 2019, Advance Article

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    Catalyst-free electrochemical decarboxylative cross-coupling of N-hydroxyphthalimide esters and N-heteroarenes towards C(sp3)–C(sp2) bond formation

    Y. Liu, L. Xue, B. Shi, F. Bu, D. Wang, L. Lu, R. Shi and A. Lei, Chem. Commun., 2019, Advance Article , DOI: 10.1039/C9CC08528A

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