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...
| Main Authors: | , , , |
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| פורמט: | Article |
| שפה: | English |
| יצא לאור: |
Beilstein-Institut
2017-12-01
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| סדרה: | Beilstein Journal of Organic Chemistry |
| נושאים: | |
| גישה מקוונת: | https://doi.org/10.3762/bjoc.13.278 |
| סיכום: | 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. |
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| ISSN: | 1860-5397 |