Tobisu, Mamoru’s team published research in Journal of the American Chemical Society in 130 | CAS: 214360-44-8

Journal of the American Chemical Society published new progress about 214360-44-8. 214360-44-8 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, and the molecular formula is C3H5BN2O2, Name: 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile.

Tobisu, Mamoru published the artcileRhodium-catalyzed silylation and intramolecular arylation of nitriles via the silicon-assisted cleavage of carbon-cyano bonds, Name: 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, the publication is Journal of the American Chemical Society (2008), 130(47), 15982-15989, database is CAplus and MEDLINE.

Aryl and heterocyclic nitriles undergo substitution of the cyano-group by a silyl moiety in rhodium-catalyzed silylation by disilanes, yielding the corresponding aryl- and heterocyclic silanes. Reaction of RC6H4CN with Me3SiSiMe3 catalyzed by [Rh(cod)Cl]2 or [Rh(OMe)(cod)]2 gave the corresponding silylarenes, RC6H4SiMe3 (R = 4-CF3, 4-F, 4-CO2Et, 4-CO2tBu, 4-CONHtBu, 4-CONMetBu, 4-OAc, 4-OMe, 4-NMe2, 3-OMe, 3-CO2Et, 2-Me, 2-CF3, 4-boronato). 2- And 1-Naphthalenecarbonitriles gave 2- and 1-naphthyltrimethylsilanes, resp. 1-Tosyl-2-pyrrolecarbonitrile, 1-tosyl-3-indolecarbonitrile, 3-quinolinecarbonitrile and ferrocenecarbonitrile were converted into the corresponding silanes with 57-81% yields. Under these catalytic conditions, carbon-cyano bonds in aryl, alkenyl, allyl, and benzyl cyanides bearing a variety of functional groups can be silylated. The observation of an enamine side product in the silylation of benzyl cyanides and related stoichiometric studies indicate that the carbon-cyano bond cleavage proceeds through the deinsertion of silyl isocyanide from η2-iminoacyl complex. A new intramol. biaryl coupling reaction of 2-NCC6H4OC6H4X-2 (X = Br, Cl), giving dibenzofuran, in which aryl cyanides and aryl chlorides are cross-coupled, is developed.

Journal of the American Chemical Society published new progress about 214360-44-8. 214360-44-8 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Boronic acid and ester,Benzene,Boronic Acids,Boronic acid and ester, name is 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, and the molecular formula is C3H5BN2O2, Name: 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts