Chemoselective Oxidative Spiroetherification and Spiroamination of Arenols Using I+/Oxone Catalysis
journal contributionposted on 24.12.2019, 15:36 by Muhammet Uyanik, Naoto Sahara, Outa Katade, Kazuaki Ishihara
We developed a chemoselective oxidative dearomative spiroetherification and spiroamination of arenols using I+/oxone catalysis. The intramolecular dearomative C–O and C–N couplings proceeded much more efficiently under slightly acidic conditions to give the corresponding spiro adducts in higher yields compared with previous methods using transition metal or hypervalent iodine catalysts. Control experiments suggested that both hypoiodous acid and iodine might be active species for these reactions.
Read the peer-reviewed publication
hypoiodous acidspiro adductsintramolecularcontrol experimentschemoselective oxidative dearomative spiroetherificationCatalysispecieshypervalent iodine catalystsacidic conditionsSpiroaminationOxonemethodcatalysiArenoltransition metalspiroaminationoxoneChemoselective Oxidative Spiroetherificationcouplingarenolyield