4.8 Article

One-Pot Electrochemical Nickel-Catalyzed Decarboxylative Sp2-Sp3 Cross-Coupling

Journal

ORGANIC LETTERS
Volume 21, Issue 3, Pages 816-820

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.8b04090

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Funding

  1. GNF postdoctoral program

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A one-pot electrochemical nickel-catalyzed decarboxylative sp(2)-sp(3) cross-coupling reaction has been developed using redox-active esters prepared in situ from alkyl carboxylates and N-hydroxyphthalimide tetramethyluronium hexafluorophosphate (PITU). This undivided cell one-pot method enables C-C bond formation using inexpensive, benchtop-stable reagents with isolated yields up to 95% with good functional group tolerance, which includes nitrile, ketone, ester, alkene and selectivity over other aromatic halogens.

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