Abstract
The construction of a C–C bond is a center subject in synthetic organic chemistry.
The cross-electrophile coupling has provided a powerful tool to forge the C–C bond.
However, this process generally requires organic halides, which has severely restricted
the design space for new reactions. Herein, we highlight our recent work on the coupling
reaction between C–N and C–O electrophiles. This work demonstrates the possibility
of construction of C–C bond via C–N and C–O cleavage. A number of reactions between
benzyl ammoniums and vinyl acetates, aryl ammoniums and vinyl acetates, and benzyl
ammoniums and aryl C–O electrophiles have been studied. We also disclosed that benzyl
ammonium salts can be activated by low-valent nickel to be radicals.
1 Introduction
2 Cross-Coupling of C–N and C–O Electrophiles
3 Summary and Outlook
Key words
cross-coupling - cross-electrophile reaction - nickel - radicals - ammoniums - vinyl
acetates - vinylation