Electrophotochemical Ring-Opening Bromination of <i>tert</i>-Cycloalkanols
Kosuke Yamamoto, Hiroyuki Toguchi, Masami Kuriyama, Shin Watanabe, Fumiaki Iwasaki, Osamu Onomura
Abstract
-cycloalkanols has been developed. This electrophotochemical method enables the oxidative transformation of cycloalkanols with 5- to 7-membered rings into synthetically useful ω-bromoketones without the use of chemical oxidants or transition-metal catalysts. Alkoxy radical species would be key intermediates in the present transformation, which generate through homolysis of the O-Br bond in hypobromite intermediates under visible light irradiation.
Topics & Concepts
HalogenationRing (chemistry)ChemistryOrganic chemistryRadical Photochemical ReactionsOxidative Organic Chemistry ReactionsFluorine in Organic Chemistry