C5-selective trifluoromethylation of 8-amino quinolines via photoredox catalysis

[Display omitted] •A transition-metal free, site-selective, visible-light mediated trifluoromethylation protocol was achieved.•The reaction was carried in environmental benign solvent enabled by organo photocatalyst.•This protocol allowed rapid access to a series of aminoquinoline amides, including...

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Veröffentlicht in:Journal of fluorine chemistry 2019-03, Vol.219, p.23-28
Hauptverfasser: Tian, Chao, Yang, Li-Ming, Tian, Hai-Tao, An, Guang-Hui, Li, Guang-Ming
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Sprache:eng
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Zusammenfassung:[Display omitted] •A transition-metal free, site-selective, visible-light mediated trifluoromethylation protocol was achieved.•The reaction was carried in environmental benign solvent enabled by organo photocatalyst.•This protocol allowed rapid access to a series of aminoquinoline amides, including 8-aminoquinoline tosylamide. A new protocol for C5-selective CH trifluoromethylation of 8-aminoquinolines via photoredox catalysis was developed. It allows rapid access to various C5-trifluoromethyl 8-amino quinoline derivatives in MeCN/H2O enabled by Eosin Y as photocatalysts.
ISSN:0022-1139
1873-3328
DOI:10.1016/j.jfluchem.2018.12.011