Aryl‐to‐Vinyl 1,4‐Nickel Migration/Reductive Cross‐Coupling Reaction for the Stereoselective Synthesis of Multisubstituted Olefins

Angewandte Chemie, Journal Year: 2023, Volume and Issue: 135(28)

Published: May 5, 2023

Abstract The aryl‐to‐vinyl nickel 1,4‐migration (1,4‐Ni migration) reaction has been reported for the first time. generated alkenyl Ni species undergo a reductive coupling with unactivated brominated alkanes affording series of trisubstituted olefins. This tandem exhibits mild conditions, broad substrate scope, high regioselectivity, and excellent Z / E stereoselectivity. A controlled experiments have shown that critical 1,4‐Ni migration process is reversible. In addition, intermediates obtained after are highly stereoselective do not isomerization. trace isomerization products caused by instability product.

Language: Английский

1,2‐Arylsulfonylation of Vinyl Ethers and Esters Enabled by Dual Ni Catalysis

ChemCatChem, Journal Year: 2023, Volume and Issue: 15(14)

Published: May 25, 2023

Abstract A dual photocatalytic sulfonylation‐arylation of electron‐rich alkenes is described. By combining sulfinate salts, (hetero)‐aryl‐bromides and 2,3‐dihydrofuran under Ru Ni catalysis, over 35 examples aryl‐sulfonylated scaffolds could be obtained in good to excellent yields, mild reaction conditions high diastereoselectivity.

Language: Английский