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Ruthenium‐Catalyzed C‐H Arylation and Alkenylation of Furfural Imines with Boronates
Author(s) -
Siopa Filipa,
Ramis Cladera ValérieAnne,
Afonso Carlos Alberto Mateus,
Oble Julie,
Poli Giovanni
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201800767
Subject(s) - furfural , chemistry , ruthenium , catalysis , aryl , catalytic cycle , hydrolysis , borane , hydride , organic chemistry , lignocellulosic biomass , combinatorial chemistry , hydrogen , alkyl
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.