application-elemental-lanthanides-selective-c-f-activation

Application of Elemental Lanthanides in the Selective C-F Activation of Trifluoromethylated Benzofulvenes Providing Access to Various Difluoroalkenes

The selective activation of one carbon-fluorine bond in polyfluorinated aromatic molecules or in trifluoromethyl-containing substrates offers the ...

Université de Reims Champagne Ardenne

Ecole Nationale Supérieure de Chimie de Montpellier

Heavy metal on Lewis acid: The combination of lanthanide metals and AlCl has been employed for selective single C-F activation in benzofulvenes comprising an exocyclic CF substituent. Intermediate ϵ,ϵ-difluorinated metal-dienyl species react with a large variety of aldehydes in a highly regio- and diastereoselective fashion to afford 1,1-disubstituted indenes bearing a difluorovinyl group. These new building blocks have been further transformed through a hydrogenation-cyclization process into fluorinated heterocyclic spiro compounds.

Florian Jaroschik

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JoVE Journal Publications

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