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Oxidative Functionalization of Cinnamaldehyde Derivatives: Control of Chemoselectivity by Organophotocatalysis and
Eito Yoshioka1, Maika Inoue1, Yuka Nagoshi1
1School of Pharmacy , Hyogo University of Health Sciences , Minatojima , Chuo-ku, Kobe 650-8530 , Japan.
Abstract:
The catalytic and chemoselective oxidation of cinnamaldehyde derivatives having a C═C bond and formyl group was studied by using two organocatalysts. The visible-light-induced catalysis using rhodamine 6G as an organophotocatalyst promoted the methoxyhydroxylation of the C═C bond in a chemoselective manner. In contrast, the cooperation between rhodamine 6G and N-heterocyclic carbene (NHC) allowed the oxidative esterification of formyl group.
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