ja8b03163_si_001.pdf (4.52 MB)
0/0

Ni-Catalyzed Regioselective β,δ-Diarylation of Unactivated Olefins in Ketimines via Ligand-Enabled Contraction of Transient Nickellacycles: Rapid Access to Remotely Diarylated Ketones

Download (4.52 MB)
journal contribution
posted on 12.06.2018 by Prakash Basnet, Roshan K. Dhungana, Surendra Thapa, Bijay Shrestha, Shekhar KC, Jeremiah M. Sears, Ramesh Giri
We disclose a [(PhO)3P]/NiBr2-catalyzed regioselective β,δ-diarylation of unactivated olefins in ketimines with aryl halides and arylzinc reagents. This diarylation proceeds at remote locations to the carbonyl group to afford, after simple H+ workup, diversely substituted β,δ-diarylketones that are otherwise difficult to access readily with existing methods. Deuterium-labeling and crossover experiments indicate that diarylation proceeds by ligand-enabled contraction of transient nickellacycles.

History

Exports