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...

Full description

Saved in:
Bibliographic Details
Published inJournal of fluorine chemistry Vol. 219; pp. 23 - 28
Main Authors Tian, Chao, Yang, Li-Ming, Tian, Hai-Tao, An, Guang-Hui, Li, Guang-Ming
Format Journal Article
LanguageEnglish
Published LAUSANNE Elsevier B.V 01.03.2019
Elsevier
Elsevier BV
Subjects
8-Aminoquinolines
Aminoquinolines
Catalysis
Chemistry
Chemistry, Inorganic & Nuclear
Chemistry, Organic
Organic chemistry
Organic compounds
Para-selective C[sbnd]H activation
Photoredox catalysis
Physical Sciences
Quinoline
Quinolines
Science & Technology
Trifluoromethylation
Photoredox catalysis
Para-selective CH activation
Trifluoromethylation
8-Aminoquinolines
REAGENT
AMINOQUINOLINES
FLUORINATION
Para-selective C-H activation
C-H TRIFLUOROMETHYLATION
PERFLUOROALKYLATION
Online AccessGet full text

Cover

More Information
Summary:[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.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
content type line 14
ISSN:0022-1139
1873-3328
DOI:10.1016/j.jfluchem.2018.12.011