Tag: M.W=200-250

Kikushima, Kotaro published the artcileCopper-mediated one-pot synthesis of trifluorostyrene derivatives from tetrafluoroethylene and arylboronate, Quality Control of 214360-44-8, the publication is Chemistry Letters (2015), 44(7), 1019-1021, database is CAplus.

The copper-mediated synthesis of trifluorostyrenes ArCF:CF₂ (Ar = C₆H₅, 4-MeOC₆H₄, 2-naphthyl, etc.) from aryl boronates and tetrafluoroethylene through the transmetalation-carbocupration-β-fluorine elimination process under one-pot procedure was described. β-Fluorine elimination of a 2-aryl-1,1,2,2-tetrafluoroethylcopper complex, generated in situ from arylboronate, copper tert-butoxide, and 1,10-phenanthroline/bathophenanthroline with tetrafluoroethylene via carbocupration, was promoted by the addition of a Lewis acid.

Chemistry 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, Quality Control of 214360-44-8.

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

Li, Gen published the artcileP(III)/P(V)-Catalyzed Methylamination of Arylboronic Acids and Esters: Reductive C-N Coupling with Nitromethane as a Methylamine Surrogate, Synthetic Route of 214360-44-8, the publication is Journal of the American Chemical Society (2020), 142(38), 16205-16210, database is CAplus and MEDLINE.

The direct reductive N-arylation of nitromethane by organophosphorus-catalyzed reductive C-N coupling with arylboronic acid derivatives is reported. This method operates by the action of a small ring organophosphorus-based catalyst (1,2,2,3,4,4-hexamethylphosphetane P-oxide) together with a mild terminal reductant hydrosilane to drive the selective installation of the methylamino group to (hetero)aromatic boronic acids and esters. This method also provides for a unified synthetic approach to isotopically labeled N-methylanilines from various stable isotopologues of nitromethane (i.e., CD₃NO₂, CH₃¹⁵NO₂, and ¹³CH₃NO₂), revealing this easy-to-handle compound as a versatile precursor for the direct installation of the methylamino group.

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, Synthetic Route of 214360-44-8.

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

Leowanawat, Pawaret published the artcileZero-Valent Metals Accelerate the Neopentylglycolborylation of Aryl Halides Catalyzed by NiCl₂-Based Mixed-Ligand Systems, Application In Synthesis of 214360-44-8, the publication is Journal of Organic Chemistry (2010), 75(22), 7822-7828, database is CAplus and MEDLINE.

The highly active mixed-ligand catalytic system NiCl₂(dppp)/dppf combined with the reducing effect of zerovalent Zn and of other metals was used to demonstrate a method for the dramatic acceleration of the rate and for the enhancement of the yield of Ni-catalyzed neopentylglycolborylation of aryl halides. A diversity of electron-rich and electron-deficient aryl iodides, bromides, and chlorides were efficiently neopentylglycolborylated, typically in 1 h or less. This acceleration is particularly remarkable for the generally less reactive aryl bromides and chlorides and for all ortho-substituted aryl halides. By accelerating the rate of borylation and reducing its reaction time to complete conversion, pathways leading to protodeborylated or hydrodehalogenated side products have a reduced impact on the outcome of the overall reaction. Although Zn powder was the reducing agent of choice, compatibility of this technique with more readily recoverable Zn chips, as well as other metals such as Mn, Mg, Fe, Al, and Ca, demonstrated the broad scope of this synthetic method.

Journal of Organic Chemistry 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, Application In Synthesis of 214360-44-8.

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

Perez-Garcia, Raul M. published the artcileMild, organo-catalysed borono-deamination as a key to late-stage pharmaceutical precursors and ¹⁸F-labelled radiotracers, Synthetic Route of 214360-44-8, the publication is Frontiers in Chemistry (Lausanne, Switzerland) (2022), 884478, database is CAplus and MEDLINE.

A tris(pentafluorophenyl)borane catalyzed method for the synthesis of boronic acid esters from aromatic amines in yields of up to 93% was devised. Mild conditions, benign reagents, short reaction times, low temperatures and a wide substrate scope characterize the method. The reaction was found applicable to the synthesis of boronic acid ester derivatives of complex drug mols. in up to 86% isolated yield and high purity suitable for labeling. These boronates were subsequently labeled with [18F] fluoride ion in radiochem. yields of up to 55% with and even without isolation of the boronate-intermediate.

Frontiers in Chemistry (Lausanne, Switzerland) 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, Synthetic Route of 214360-44-8.

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

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

Ohishi, Takeshi published the artcileCarboxylation of organoboronic esters catalyzed by N-heterocyclic carbene copper(I) complexes, Synthetic Route of 214360-44-8, the publication is Angewandte Chemie, International Edition (2008), 47(31), 5792-5795, database is CAplus and MEDLINE.

N-heterocyclic carbene copper(I) complexes serve as excellent catalysts for the carboxylation of aryl- and alkenylboronic esters with CO₂, affording a variety of functionalized carboxylic acid derivatives Important active intermediates such as the copper(I) aryl and carboxylate complexes, [(IPr)CuR] and [(IPr)CuOCOR] (R = 4-MeOC₆H₄, IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene), are isolated and structurally characterized.

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, Synthetic Route of 214360-44-8.

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

Hanson, Mckenna G. published the artcileNickel-Catalyzed Coupling of Azoles with Aromatic Nitriles, Product Details of C9H6F3NO, the publication is Organic Letters (2017), 19(16), 4271-4274, database is CAplus and MEDLINE.

This manuscript describes the Ni-catalyzed coupling of azoles with aromatic nitriles. The use of BPh₃ promotes these arylations with electronically diverse azoles and benzonitriles. While the nickel catalyst is necessary for the arylations of Ph oxazoles, arylation of benzoxazoles with some nitriles affords the arylated products even in the absence of the Ni catalyst albeit in lower yield than the catalyzed process. The Ni-catalyzed process exhibits higher rates and a broader scope than the uncatalyzed transformation.

Organic Letters published new progress about 261951-87-5. 261951-87-5 belongs to nitriles-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Nitrile,Benzene,Ether, name is 4-Methoxy-3-(trifluoromethyl)benzonitrile, and the molecular formula is C9H6F3NO, Product Details of C9H6F3NO.

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

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

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