Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 143, Issue 10, Pages 3723-3728Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.1c00529
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Funding
- Swiss National Science Foundation (SNSF) [184658]
- European Research Council (ERC) [757608]
- ETH Zurich
- FCI
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A new functional group metathesis reaction between aryl nitrites and aryl thioethers has been described, utilizing a catalytic system of nickel/dcype to achieve fully reversible transformation in good to excellent yields. This cyanide- and thiol-free reaction demonstrates high functional group tolerance and efficiency for late-stage derivatization of commercial molecules, with synthetic applications showcasing its versatility and utility in multistep synthesis.
We describe a new functional group metathesis between aryl nitrites 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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