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...

وصف كامل

التفاصيل البيبلوغرافية
المؤلفون الرئيسيون: Aymen Skhiri, Ridha Ben Salem, Jean-François Soulé, Henri Doucet
التنسيق: مقال
اللغة:English
منشور في: Beilstein-Institut 2017-12-01
سلاسل:Beilstein Journal of Organic Chemistry
الموضوعات:
الوصول للمادة أونلاين:https://doi.org/10.3762/bjoc.13.278
الوصف
الملخص: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.
تدمد:1860-5397