One-Pot Electrochemical Nickel-Catalyzed Decarboxylative Sp 2-Sp 3 Cross-Coupling

Org Lett. 2019 Feb 1;21(3):816-820. doi: 10.1021/acs.orglett.8b04090. Epub 2019 Jan 23.

Abstract

A one-pot electrochemical nickel-catalyzed decarboxylative sp2-sp3 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.

Publication types

  • Research Support, Non-U.S. Gov't