Synthesis of heteroarylated polyfluorobiphenyls via palladium-catalyzed sequential sp2 C-H bonds functionalizations. - Université de Rennes Accéder directement au contenu
Article Dans Une Revue Journal of Organic Chemistry Année : 2013

Synthesis of heteroarylated polyfluorobiphenyls via palladium-catalyzed sequential sp2 C-H bonds functionalizations.

Résumé

The higher reactivity of C5-H bonds of heteroarenes as compared to C-H bonds of bromopolyfluorobenzenes for palladium-catalyzed direct arylation allows the selective synthesis of the polyfluoroaryl-heteroarenes in moderate to high yields, without C-H bond functionalization of the polyfluorobenzene ring. In most cases, low loading of Pd(OAc)2 catalyst (0.5-1 mol %) was employed. Then, from these heteroarylated polyfluorobenzenes, the palladium-catalyzed C-H bond functionalization of the polyfluorobenzene ring allows the synthesis of heteroarylated polyfluorobiphenyls.

Domaines

Chimie organique
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Dates et versions

hal-00879864 , version 1 (05-11-2013)

Identifiants

Citer

Tao Yan, Lu Chen, Christian Bruneau, Pierre H. Dixneuf, Henri Doucet. Synthesis of heteroarylated polyfluorobiphenyls via palladium-catalyzed sequential sp2 C-H bonds functionalizations.. Journal of Organic Chemistry, 2013, 78 (8), pp.4177-83. ⟨10.1021/jo400221x⟩. ⟨hal-00879864⟩
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