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Article Dans Une Revue Tetrahedron Année : 2011

A new flexible strategy for the synthesis of gem-difluoro-bisarylic derivatives and heterocyclic analogues

Résumé

A new strategy has been designed for the preparation of gem-difluoro-bisarylic derivatives. It starts from easily accessible and reactive gem-difluoro-propargylic intermediates and elaborates the aromatic rings by a Diels-Alder-aromatization sequence. Heterocyclic systems can be also obtained by 1,3 dipolar cycloadditions, affording mixed aromatic/heteroaromatic derivatives with CF2 as a linker. Since this motif is a bioisostere of O and CO, corresponding bisarylic scaffolds could be of use to prepare chemical libraries of fluorinated analogues of bioactive natural products and/or drugs.

Dates et versions

hal-00843381 , version 1 (11-07-2013)

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Ali Khalaf, Danielle Gree, Hassan Abdallah, Nada Jaber, Ali Hachem, et al.. A new flexible strategy for the synthesis of gem-difluoro-bisarylic derivatives and heterocyclic analogues. Tetrahedron, 2011, 67 (21), pp.3881-3886. ⟨10.1016/j.tet.2011.03.073⟩. ⟨hal-00843381⟩
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