Nickel-Catalyzed Cyanation of Aryl Thioethers | Zendy

Tristan Delcaillau | Zendy; Adrian Woenckhaus-Alvarez | Zendy; Bill Morandi | Zendy

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Nickel-Catalyzed Cyanation of Aryl Thioethers

Author(s) -

Tristan Delcaillau,

Adrian Woenckhaus-Alvarez,

Bill Morandi

Publication year - 2021

Publication title -

organic letters

Language(s) - Uncategorized

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.1c02285

Subject(s) - cyanation , chemistry , aryl , catalysis , reagent , cyanide , nickel , combinatorial chemistry , ligand (biochemistry) , derivatization , potassium cyanide , organic chemistry , medicinal chemistry , biochemistry , alkyl , receptor , high performance liquid chromatography

A nickel-catalyzed cyanation of aryl thioethers using Zn(CN) 2 as a cyanide source has been developed to access functionalized aryl nitriles. The ligand dcype (1,2-bis(dicyclohexylphosphino)ethane) in combination with the base KOAc (potassium acetate) is essential for achieving this transformation efficiently. This reaction involves both a C-S bond activation and a C-C bond formation. The scalability, low catalyst and reagents loadings, and high functional group tolerance have enabled both late-stage derivatization and polymer recycling, demonstrating the reaction's utility across organic chemistry.

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