Nickel-Catalyzed Cyanation of Aryl Thioethers
Tristan Delcaillau, Adrian Woenckhaus-Alvarez and Bill Morandi*
*ETH Zürich, Vladimir-Prelog-Weg 3, HCI, 8093 Zürich, Switzerland,
Email: bill.morandiorg.chem.ethz.ch
T. Delcaillau, A. Woenckhaus-Alvare, B. Morandi, Org. Lett., 2021, 23, 7018-7022.
DOI: 10.1021/acs.orglett.1c02285
Abstract
The combination of KOAc as base and dcype (1,2-bis(dicyclohexylphosphino)ethane) as ligand is essential for achieving a nickel-catalyzed cyanation of aryl thioethers efficiently. The reaction offers scalability, low catalyst and reagents loadings, and high functional group tolerance.
see article for more examples
proposed mechanism
Nickel-Catalyzed Reversible Functional Group Metathesis between Aryl Nitriles and Aryl Thioethers
T. Delcaillau, P. Boehm, B. Morandi, J. Am. Chem. Soc., 2021, 143, 3628-3637.
Key Words
ID: J54-Y2021