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

preprint
submitted on 15.12.2020, 16:59 and posted on 23.12.2020, 09:12 by Tristan Delcaillau, Philip Boehm, Bill Morandi
We describe a new functional group metathesis between aryl nitriles and aryl thioethers. The catalytic manifold nickel/dcype is essential to achieve this fully reversible transformation in good to excellent yields. Furthermore, the cyanide and thiol-free reaction showed high functional-group tolerance and great efficiency for late-stage derivatization of commercial molecules. Finally, synthetic applications demonstrated its versatility and utility in multistep synthesis.

Funding

Swiss National Science Foundation (SNSF184658)

European Research Council (ERC Grant 757608 ShuttleCat)

ETH Zürich

Fonds der chemischen Industrie

History

Email Address of Submitting Author

morandib@ethz.ch

Institution

ETH Zürich

Country

Switzerland

ORCID For Submitting Author

0000-0003-3968-1424

Declaration of Conflict of Interest

N/A

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