TY - JOUR
T1 - Visible-Spectrum Solar-Light-Mediated Benzylic C-H Oxygenation Using 9,10-Dibromoanthracene As an Initiator
AU - Santra, Sourav K.
AU - Szpilman, Alex M.
N1 - Publisher Copyright:
© 2020 American Chemical Society.
PY - 2021/1/1
Y1 - 2021/1/1
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=85097888076&partnerID=8YFLogxK
U2 - 10.1021/acs.joc.0c01720
DO - 10.1021/acs.joc.0c01720
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AN - SCOPUS:85097888076
SN - 0022-3263
VL - 86
SP - 1164
EP - 1171
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
IS - 1
ER -