Aerobic Oxidation of Olefins and Lignin Model Compounds Using Photogenerated Phthalimide-N-oxyl Radical

作者：Luo Jian; Zhang Jian^*

来源：Journal of Organic Chemistry, 2016, 81(19): 9131-9137.

DOI：10.1021/acs.joc.6b01704

A metal-free protocol to generate phthalimide-N-oxyl (PINO) radicals from N-hydroxyphthalimide (NHPI) via a photoinduced proton-coupled electron transfer process is reported. Using donor-substituted aromatic ketones, such as 4,4'-bis(diphenylamino)benzophenone (DPA-BP), PINO radicals are efficiently produced and subsequently utilized to functionalize olefins to afford a new class of alkyl hydroperoxides. The DPA-BP/NHPI/O-2 photocatalytic system exhibits high efficiency toward the aerobic oxidation of beta-O-4 lignin models.

• 出版日期2016-10-7