Category: 214360-44-8

Moon, Sanghun published the artcileThioether-Directed Peri-Selective C-H Arylation under Rhodium Catalysis: Synthesis of Arene-Fused Thioxanthenes, Safety of 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, the publication is Organic Letters (2019), 21(1), 233-236, database is CAplus and MEDLINE.

A rhodium-catalyzed direct C-H arylation of naphthalene and anthracene was developed with the assistance of a thioether directing group. The reaction proceeded with exclusive peri-selectivity, and the series of coupling products were readily transformed into the corresponding sulfur-containing polyaromaticse.g., I (X-rays single crystal structure shown). Charge-transport properties of the provided dithiapyrenes were evaluated by computational studies.

Organic Letters 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 C12H14BNO2, Safety of 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile.

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

Makida, Yusuke published the artcileNickel-catalysed carboxylation of organoboronates, Related Products of nitriles-buliding-blocks, the publication is Chemical Communications (Cambridge, United Kingdom) (2014), 50(59), 8010-8013, database is CAplus and MEDLINE.

A nickel/N-heterocyclic carbene (NHC) catalyzed carboxylation of aryl-, heteroaryl- and alkenylboronates, affording the corresponding carboxylic acids, has been developed. This transformation proceeds under one atm. of CO₂ with a broad range of substrates and exhibits good functional group compatibility.

Chemical Communications (Cambridge, United Kingdom) 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 C12H14BNO2, Related Products of nitriles-buliding-blocks.

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

Dai, Jian-Jun published the artcilePd-catalyzed decarboxylative Suzuki reactions and orthogonal Cu-based O-arylation of aromatic carboxylic acids, Name: 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, the publication is Chemical Communications (Cambridge, United Kingdom) (2011), 47(2), 677-679, database is CAplus and MEDLINE.

Pd-catalyzed decarboxylative Suzuki reactions and orthogonal Cu-based O-arylation reactions of aromatic carboxylic acids are reported. The new reactions may provide alternative routes for the synthesis of some biaryls and aromatic carboxylic esters.

Chemical Communications (Cambridge, United Kingdom) 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 C12H14BNO2, Name: 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile.

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

Liu, Dong published the artcileNickel-Catalyzed Selective Oxidative Radical Cross-Coupling: An Effective Strategy for Inert Csp³-H Functionalization, COA of Formula: C12H14BNO2, the publication is Organic Letters (2015), 17(4), 998-1001, database is CAplus and MEDLINE.

An effective strategy for inert Csp³-H functionalization through nickel-catalyzed selective radical cross-couplings was demonstrated [e.g., PhB(OH)₂ + cyclohexane â†?phenylcyclohexane (73%) in presence of Ni(acac)₂, Ph₃P, dppb, K₃PO₄ as base, and di-tert-Bu peroxide as oxidant]. D. functional theory calculations were conducted and strongly supported the radical cross-coupling pathway assisted by nickel catalyst, which was further confirmed by radical-trapping experiments Different arylborates including arylboronic acids, arylboronic acid esters and 2,4,6-triarylboroxin were all good coupling partners, generating the corresponding Csp³-H arylation products in good yields.

Organic Letters 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 C12H14BNO2, COA of Formula: C12H14BNO2.

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

Liu, Qiang published the artcilePalladium-Catalyzed Aerobic Oxidative Carbonylation of Arylboronate Esters under Mild Conditions, Recommanded Product: 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, the publication is Angewandte Chemie, International Edition (2010), 49(19), 3371-3374, S3371/1-S3371/38, database is CAplus and MEDLINE.

Oxidative carbonylation of arylboronic acid derivatives under balloon pressure of CO with air as the oxidant at 40-50 °C was used to prepare carboxylate esters. The optimized conditions for the oxidative carbonylation were 5 mol% of [PdCl₂(PPh₃)₂] as the catalyst, triethylamine as the base, and a ratio of air/CO 3:1 at 40 °C. E.g., reaction of 5,5-dimethyl-2-o-tolyl-1,3,2-dioxaborinane and BuOH under the optimized conditions gave 81% Bu 2-methylbenzoate.

Angewandte Chemie, International Edition 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 C12H14BNO2, Recommanded Product: 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile.

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

Kinuta, Hirotaka published the artcileNovel synthetic approach to arylboronates via rhodium-catalyzed carbon-cyano bond cleavage of nitriles, Category: nitriles-buliding-blocks, the publication is Synthesis (2012), 44(19), 2999-3002, database is CAplus.

A new rhodium-catalyzed method for preparing arylboronates from aryl cyanides through the cleavage of carbon-cyano bonds is described. This unprecedented transformation of nitriles allows the use of a cyano group as a boryl equivalent and the regioselective introduction of a boryl group at a late stage of the synthesis.

Synthesis 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 C12H14BNO2, Category: nitriles-buliding-blocks.

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

Komeyama, Kimihiro published the artcileThe drastic effect of cobalt and chromium catalysts in the borylation of arylzinc reagents, Recommanded Product: 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, the publication is Chemical Communications (Cambridge, United Kingdom) (2016), 52(43), 7009-7012, database is CAplus and MEDLINE.

A new synthetic approach to arylboronic esters from arylzinc reagents with boryl electrophiles MeOB(OR)₂ was developed. Also, this protocol could be applied to the cyclization/borylation of alkynylaryl iodides to afford cyclized vinylboronic esters.

Chemical Communications (Cambridge, United Kingdom) 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 C12H14BNO2, Recommanded Product: 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile.

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

Kang, Taeho published the artcileNickel-Catalyzed 1,2-Carboamination of Alkenyl Alcohols, Recommanded Product: 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, the publication is Journal of the American Chemical Society (2021), 143(34), 13962-13970, database is CAplus and MEDLINE.

An alc.-directed, nickel-catalyzed three-component umpolung carboamination of unactivated alkenes with aryl/alkenylboronic esters and electrophilic aminating reagents was reported. This transformation was enabled by specifically tailored O-(2,6-dimethoxybenzoyl)hydroxylamine electrophiles that suppressed competitive processes, including undesired β-hydride elimination and transesterification between the alc. substrate and electrophile. The reaction delivered the desired 1,2-carboaminated products with generally high regio- and syn-diastereoselectivity and exhibited a broad scope of coupling partners and alkenes, including complex natural products. Various mechanistic experiments and anal. of the stereochem. outcome with a cyclic alkene substrate, as confirmed by X-ray crystallog. anal., support alc.-directed syn-insertion of an organonickel(I) species.

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 C12H14BNO2, Recommanded Product: 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile.

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

Tobisu, Mamoru published the artcileRhodium(I)-Catalyzed Borylation of Nitriles through the Cleavage of Carbon-Cyano Bonds, SDS of cas: 214360-44-8, the publication is Journal of the American Chemical Society (2012), 134(1), 115-118, database is CAplus and MEDLINE.

The reaction of aryl cyanides with diboron in the presence of a [RhCl(cod)]₂/Xantphos catalyst and 1 equivalent DABCO affords arylboronic esters via C-cyano bond cleavage. E.g., reaction of PhCN with 2 equivalent of bis(neopentanediolato)diboron in the presence of 5 mol% [RhCl(cod)]₂/10 mol% Xantphos and 1 equivalent of DABCO in toluene at 100° to give 73% yield of 5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane. This unprecedented mode of reactivity for a borylrhodium species allows the regioselective introduction of a boryl group in a late stage of synthesis.

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 C6H9N3O2, SDS of cas: 214360-44-8.

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

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-CO₂^tBu, 4-CONH^tBu, 4-CONMe^tBu, 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