Aryl Ketone Catalyzed Radical Allylation of C(sp3)–H Bonds under Photoirradiation
S. Kamijo, K. Kamijo, K. Maruoka, T. Murafuji
Org. Lett., 2016, 18, 6516-6519.
DOI: 10.1021/acs.orglett.6b03586

Abstruct: The catalytic introduction of an allyl group at nonacidic C(sp3)–H bonds was achieved under photoirradiation, in which 1,2-bis(phenylsulfonyl)-2-propene acts as an allyl source and 5,7,12,14-pentacenetetrone (PT) works as a C–H bond-cleaving catalyst. A variety of substances, including alkanes, carbamates, ethers, sulfides, and alcohols, were chemoselectively allylated in a single step under neutral conditions. The present transformation is catalyzed solely by an organic molecule, PT, and proceeds smoothly even under visible light irradiation (425 nm) in the case of alkanes as a starting substance.