Journal
ORGANIC LETTERS
Volume 17, Issue 6, Pages 1589-1592Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b00479
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Funding
- National Natural Science Foundation of China [21302088, 21302087]
- South University of Science and Technology of China (Talent Development Starting Fund from Shenzhen Government)
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A metal-free direct remote C-H functionalization triggered by radical trifluoromethylation of alkenes was explored, realizing highly selective 1,6-difunctionalization of alkenes toward valuable trifluoromethyl alpha-hydroxycarbonyl compounds. Furthermore, a metal-free direct intermolecular regioselective 1,2-oxytrifluoromethylation of alkenes is also disclosed. With Tognis reagent as both the CF3 source and oxidant, the reaction exhibits a broad substrate scope with excellent functionality tolerance under mild metal-free conditions, thus showing great potential for synthetic utility.
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