Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 25, Issue 5, Pages 1203-1207Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201805657
Keywords
dioxirane; flow; hydroxylation; oxidation; Oxone; TFDO
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Funding
- Walloon region (Belgium)-DG06 [7240]
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A fast, scalable, and safer C-sp(3)-H oxidation of activated and un-activated aliphatic chains can be enabled by methyl(trifluoromethyl)dioxirane (TFDO). The continuous flow platform allows the in situ generation of TFDO gas and its rapid reactivity toward tertiary and benzylic Csp(3)-H bonds. The process exhibits a broad scope and good functional group compatibility (28 examples, 8-99 %). The scalability of this methodology is demonstrated on 2.5 g scale oxidation of adamantane.
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