Visible-light-induced oxidant and metal-free dehydrogenative cascade trifluoromethylation and oxidation of 1,6-enynes with water.

ABSTRACT: Generally, oxy-trifluoromethylation in olefins is achieved using oxidants and transition metal catalysts. However, labile olefins remain unexplored due to their incompatibility with harsh reaction conditions. Here, unprecedented light-induced oxidant and metal-free tandem radical cyclization-trifluoromethylation and dehydrogenative oxygenation of 1,6-enynes have been achieved using a photoredox catalyst, CF₃SO₂Na, and phenanthrene-9,10-dione (PQ), Langlois' reagent (CF₃SO₂Na) and water as the oxygen source. This benign protocol allows for access to various CF₃-containing C₃-aryloyl/acylated benzofurans, benzothiophenes, and indoles. Moreover, the oxidized undesired products, which are inherently formed by the cleavage

SUBMITTER: Jana S 

PROVIDER: S-EPMC5625288 | biostudies-literature | 2017 Sep

REPOSITORIES: biostudies-literature