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Nickel-Catalyzed Reversible Functional Group Metathesis between Aryl Nitriles and Aryl Thioethers

Tristan Delcaillau, Philip Boehm,
Journal of the American Chemical Society , Volume 143, pp 3723-3728; doi:10.1021/jacs.1c00529

Abstract: We describe a new functional group metathesis between aryl nitriles and aryl thioethers. The catalytic system nickel/dcype is essential to achieve this fully reversible transformation in good to excellent yields. Furthermore, the cyanide- and thiol-free reaction shows high functional group tolerance and great efficiency for the late-stage derivatization of commercial molecules. Finally, synthetic applications demonstrate its versatility and utility in multistep synthesis.
Keywords: tolerance / group metathesis / functional group / Aryl Nitriles / Aryl Thioethers

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