Journal
ORGANIC LETTERS
Volume 17, Issue 6, Pages 1577-1580Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b00457
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- EcolePolytechnique
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O-Ethyl S-[5-(trifluoromethyl)-1,3,4-oxadiazol-2-yl]methyl xanthate was readily prepared on a large scale and shown to undergo very efficient intermolecular radical additions to unactivated alkenes. The products were further elaborated by exploiting both radical and ionic processes to provide a variety of trifluoromethyl-substituted derivatives, including medicinally relevant triazoles. In particular, the application of a radical allylation on the initial adducts leads to structures that are able to undergo intramolecular [4 + 2] cycloaddition reactions.
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