Oxidative Functionalization of Cinnamaldehyde Derivatives: Control of Chemoselectivity by Organophotocatalysis and Dual Organocatalysis

Autor: Ayumi Kobayashi, Shigeru Kohtani, Hideto Miyabe, Yuka Nagoshi, Maika Inoue, Rumiko Mizobuchi, Eito Yoshioka, Akira Kawashima
Rok vydání: 2018
Předmět:
Zdroj: The Journal of Organic Chemistry. 83:8962-8970
ISSN: 1520-6904
0022-3263
DOI: 10.1021/acs.joc.8b01099
Popis: 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.
Databáze: OpenAIRE