Photochemical O-H Functionalization Reactions of Cyclic Diazoamides

Herein, we describe the photochemical O-H functionalization reaction of acidic alcohols with cyclic diazoamides. We studied the O-H functionalization reaction of different fluorinated and non-fluorinated alcohols to give the corresponding ether products in high yields (43 examples, up to 97% yield). Furthermore, we performed studies to evaluate a photoexcited proton transfer reaction pathway in comparison to classic carbene transfer reactions.