Visible-Spectrum Solar-Light-Mediated Benzylic C-H Oxygenation Using 9,10-Dibromoanthracene As an Initiator.

Autor: Santra SK; Department of Chemical Sciences, Ariel University, 4070000 Ariel, Israel., Szpilman AM; Department of Chemical Sciences, Ariel University, 4070000 Ariel, Israel.
Jazyk: angličtina
Zdroj: The Journal of organic chemistry [J Org Chem] 2021 Jan 01; Vol. 86 (1), pp. 1164-1171. Date of Electronic Publication: 2020 Nov 25.
DOI: 10.1021/acs.joc.0c01720
Abstrakt: We report a visible-light-mediated benzylic C-H oxygenation reaction. The reaction is initiated by solar light or the blue LED activation of 9,10-dibromoanthracene in a reaction with oxygen and takes place at ambient temperature and air pressure. Secondary benzylic positions are oxygenated to ketones, while tertiary benzylic carbons are oxygenated to give hydroperoxides. Notably, cumene hydroperoxide is produced in a higher yield and at milder conditions than the currently employed industrial conditions.
Databáze: MEDLINE