Reactivity of bromoselenophenes in palladium-catalyzed direct arylations
The reactivity of 2-bromo- and 2,5-dibromoselenophenes in Pd-catalyzed direct heteroarylation was investigated. From 2-bromoselenophene, only the most reactive heteroarenes could be employed to prepare 2-heteroarylated selenophenes; whereas, 2,5-dibromoselenophene generally gave 2,5-di(heteroarylate...
Autors principals: | , , , |
---|---|
Format: | Article |
Idioma: | English |
Publicat: |
Beilstein-Institut
2017-12-01
|
Col·lecció: | Beilstein Journal of Organic Chemistry |
Matèries: | |
Accés en línia: | https://doi.org/10.3762/bjoc.13.278 |
Sumari: | The reactivity of 2-bromo- and 2,5-dibromoselenophenes in Pd-catalyzed direct heteroarylation was investigated. From 2-bromoselenophene, only the most reactive heteroarenes could be employed to prepare 2-heteroarylated selenophenes; whereas, 2,5-dibromoselenophene generally gave 2,5-di(heteroarylated) selenophenes in high yields using both thiazole and thiophene derivatives. Moreover, sequential catalytic C2 heteroarylation, bromination, catalytic C5 arylation reactions allowed the synthesis of unsymmetrical 2,5-di(hetero)arylated selenophene derivatives in three steps from selenophene. |
---|---|
ISSN: | 1860-5397 |