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. 2021 Mar 17;143(10):3723-3728.
doi: 10.1021/jacs.1c00529. Epub 2021 Mar 3.

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

Tristan Delcaillau  1 , Philip Boehm  1 , Bill Morandi  1
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Nickel-Catalyzed Reversible Functional Group Metathesis between Aryl Nitriles and Aryl Thioethers

Tristan Delcaillau et al. J Am Chem Soc. .

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.

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