Palladium-Catalyzed Amination of C-5 Bromoimidazo[2,1-b]­[1,3,4]­thiadiazoles

A new and efficient palladium‐catalyzed amination of imidazo[2,1‐b][1,3,4]thiadiazole at the C‐5 position under microwave irradiation is reported. The reactivity toward bromine release at the C‐5 position was investigated, and palladium‐catalyzed cross‐coupling conditions were optimized. A wide rang...

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Bibliographic Details
Published in:European Journal of Organic Chemistry 2016-04, Vol.2016 (11), p.1958-1962
Main Authors: Copin, Chloé, Buron, Frédéric, Routier, Sylvain
Format: Article
Language:English
Subjects:
Amination
Catalysis
Chemical Sciences
Cross-coupling
Medicinal Chemistry
Nitrogen heterocycles
Organic chemistry
Palladium
Sulfur heterocycles
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Summary:A new and efficient palladium‐catalyzed amination of imidazo[2,1‐b][1,3,4]thiadiazole at the C‐5 position under microwave irradiation is reported. The reactivity toward bromine release at the C‐5 position was investigated, and palladium‐catalyzed cross‐coupling conditions were optimized. A wide range of amines was employed to examine the scope and limitations of the method. To complete this methodological study, the influence of the nature and the positions of additional imidazo[2,1‐b][1,3,4]thiadiazole substitutions was investigated. A palladium‐catalyzed amination of imidazo[2,1‐b][1,3,4]thiadiazole at the C‐5 position under microwave irradiation is reported. A variety of amines were examined in the reaction, and the influence of imidazo[2,1‐b][1,3,4]thiadiazole substituents was investigated.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201600145