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Ruthenium-Catalyzed C-H Arylation and Alkenylation of Furfural Imines with Boronates

Abstract : A Ru(0)-catalyzed direct C-H arylation and alkenylation of furfural imines with aryl-or alkenyl-boronates, in the presence of benzylideneacetone as a sacrificial hydride acceptor, is disclosed. This reaction provides access, after hydrolysis, to C3-arylated or vinylated furfural derivatives, and thus valorizes these relevant building-blocks obtained from lignocellulosic biomass. This approach, involving C-H activation by a Ru(0)/Ru(II), cycle offers several advantages, notably simple, mild and neutral reaction conditions.
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Submitted on : Wednesday, January 9, 2019 - 12:49:00 PM
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Filipa Siopa, Valérie-Anne Ramis Cladera, Carlos Alberto Mateus Afonso, Julie Oble, Giovanni Poli. Ruthenium-Catalyzed C-H Arylation and Alkenylation of Furfural Imines with Boronates. European Journal of Organic Chemistry, Wiley-VCH Verlag, 2018, 2018 (44), pp.6101-6106. ⟨10.1002/ejoc.201800767⟩. ⟨hal-01975395⟩

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