Iron-catalyzed C–F bond silylation and borylation of fluoroarenes

Abstract

Iron-catalyzed functionalization of inert bonds has scarcely been documented. Herein, we report an iron-catalyzed method for the silylation and borylation of (hetero)aromatic fluorides. This protocol features a wide range of...

Advances in disilylation reactions to access cis/trans-1,2-disilylated and gem-disilylated alkenes

“…15,16 Additionally, silicon compounds exhibit versatility in synthetic conversions, with silyl groups serving as temporary functional groups amenable to further functionalization. [17][18][19][20][21][22][23][24][25][26][27][28][29][30][31] For instance, silyl groups acted as temporary functional groups are suitable for further functionalization. In the presence of transition metal catalysts, silyl groups can undergo cross-coupling reactions with electrophiles to construct C-C bonds, [32][33][34][35] and can be converted into hydroxyl group through treatment with H 2 O 2 .…”

Heterolytic versus Homolytic: Theoretical Insight into the Ni0-Catalyzed Ph–F Bond Activation

“…Among those transformations, transition-metal-catalyzed borylation of ArF − is an essential protocol because organoborane compounds are versatile starting materials for constructing carbon–carbon and carbon–heteroatom bonds. , In this regard, we are interested in the seminal discoveries of the Ni-catalyzed borylation of monofluoroarenes by the Martin group as shown in Scheme . Two experimental findings are notable as summarized below: (1) In addition to the phosphine ligand, the reaction is extremely sensitive to the diborane reactant and base.…”

Palladium-Catalyzed Stereoselective Defluoroborylation of gem-Difluoroalkenes with Unsymmetrical Diboron: Access to Tetrasubstituted Monofluorinated Vinyl–B(dan) Derivatives

“…The transition-metal-catalyzed C–F bond activation strategy can allow access to fluorine-containing organoboron compounds through selective monodefluoroborylation of polyfluorinated substrates . The aryl C–F bond borylation has been achieved by various metal catalysts (e.g., Ni, Cu, Rh, Co, Pd, Fe) . In contrast, only limited reports of vinyl C–F bond borylation are available via copper catalysis .…”