Trihaloisocyanuric acids in ethanol: an eco-friendly system for the regioselective halogenation of imidazo-heteroarenes

Herein, we describe an efficient, rapid and benign protocol for the direct C(sp 2 )-H bond halogenation (Cl, Br, I) of 2-arylimidazo[1,2- a ]pyridines using trihaloisocyanuric acids in ethanol. Furthermore, this sustainable protocol was successfully extended to imidazopyrimidine, imidazothiazole and...

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Published inGreen chemistry : an international journal and green chemistry resource : GC Vol. 22; no. 11; pp. 341 - 3415
Main Authors Neto, José S. S, Balaguez, Renata A, Franco, Marcelo S, de Sá Machado, Victor C, Saba, Sumbal, Rafique, Jamal, Galetto, Fábio Z, Braga, Antonio L
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 08.06.2020
Royal Society of Chemistry
Subjects
Acids
Chemistry
Chemistry, Multidisciplinary
Ethanol
Green & Sustainable Science & Technology
Green chemistry
Halogenation
Hydrogen bonds
Physical Sciences
Pyridines
Science & Technology
Science & Technology - Other Topics
ANTITUMOR EVALUATION
DESIGN
BIOLOGICAL-ACTIVITY
ORGANIC-COMPOUNDS
COPPER
CATALYST
DERIVATIVES
EFFICIENT
METAL-FREE
CHLORINATION
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Summary:Herein, we describe an efficient, rapid and benign protocol for the direct C(sp 2 )-H bond halogenation (Cl, Br, I) of 2-arylimidazo[1,2- a ]pyridines using trihaloisocyanuric acids in ethanol. Furthermore, this sustainable protocol was successfully extended to imidazopyrimidine, imidazothiazole and indazole heterocycles showing the broadness of this useful approach. Herein, we describe an efficient, rapid and benign protocol for the direct C(sp 2 )-H bond halogenation (Cl, Br, I) of 2-arylimidazo[1,2- a ]pyridines using trihaloisocyanuric acids in ethanol.
Bibliography:10.1039/d0gc00137f
Electronic supplementary information (ESI) available. See DOI
ISSN:1463-9262
1463-9270
DOI:10.1039/d0gc00137f