Month: November 2022

Shee, Maniklal published the artcileOrganophotoredox assisted cyanation of bromoarenes via silyl-radical-mediated bromine abstraction, Quality Control of 91-15-6, the main research area is organophotoredox catalyzed cyanation bromoarene silyl radical bromine abstraction.

The insertion of a nitrile (-CN) group into arenes through the direct functionalization of the C(sp2)-Br bond is a challenging reaction. Herein, we report an organophotoredox method for the cyanation of aryl bromides using the organic photoredox catalyst 4CzIPN (1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene) and tosyl cyanide (TsCN) as the nitrile source. A photogenerated silyl radical, via a single electron transfer (SET) mechanism, was employed to abstract bromine from aryl bromide to provide an aryl radical, which was concomitantly intercepted by TsCN to afford the aromatic nitrile. A range of substrates containing electron-donating and -withdrawing groups was demonstrated to undergo cyanation at room temperature in good yields. Thus, e.g., Me 4-bromobenzoate �Me 4-cyanobenzoate (71%) employing 4CzIPN, TsCN, (TMS)3SiOH as silyl radical source, K3PO4 as base, acetone as solvent and irradiation from blue LED.

Chemical Communications (Cambridge, United Kingdom) published new progress about Aromatic nitriles Role: SPN (Synthetic Preparation), PREP (Preparation). 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, Quality Control of 91-15-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Shee, Maniklal published the artcileOrganophotoredox assisted cyanation of bromoarenes via silyl-radical-mediated bromine abstraction, Formula: C6H4N2, the main research area is organophotoredox catalyzed cyanation bromoarene silyl radical bromine abstraction.

The insertion of a nitrile (-CN) group into arenes through the direct functionalization of the C(sp2)-Br bond is a challenging reaction. Herein, we report an organophotoredox method for the cyanation of aryl bromides using the organic photoredox catalyst 4CzIPN (1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene) and tosyl cyanide (TsCN) as the nitrile source. A photogenerated silyl radical, via a single electron transfer (SET) mechanism, was employed to abstract bromine from aryl bromide to provide an aryl radical, which was concomitantly intercepted by TsCN to afford the aromatic nitrile. A range of substrates containing electron-donating and -withdrawing groups was demonstrated to undergo cyanation at room temperature in good yields. Thus, e.g., Me 4-bromobenzoate �Me 4-cyanobenzoate (71%) employing 4CzIPN, TsCN, (TMS)3SiOH as silyl radical source, K3PO4 as base, acetone as solvent and irradiation from blue LED.

Chemical Communications (Cambridge, United Kingdom) published new progress about Aromatic nitriles Role: SPN (Synthetic Preparation), PREP (Preparation). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Formula: C6H4N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Nandi, Ganesh C. published the artcileSchmidt reaction in ionic liquids: highly efficient and selective conversion of aromatic and heteroaromatic aldehydes to nitriles with [BMIM(SO3H)][OTf] as catalyst and [BMIM][PF6] as solvent, HPLC of Formula: 5653-62-3, the main research area is Schmidt reaction aromatic aldehyde ionic liquid catalyst solvent.

A mild and selective method is presented for the conversion of aromatic and heteroaromatic aldehydes to nitriles via the Schmidt reaction with TMSN3 by using [BMIM(SO3H)][OTf] as catalyst and [BMIM][PF6] as solvent. E.g., in the presence of this catalyst in [BMIM][PF6], reaction of 2-MeOC6H4CHO with TMSN3 gave 100% 2-MeOC6H4CN. The method offers high yields and simple product isolation, and avoids the use of liquid superacids or corrosive Lewis acids commonly employed for this transformation. It also offers some potential for recycling/reuse of the IL solvent.

Tetrahedron Letters published new progress about Aromatic nitriles Role: SPN (Synthetic Preparation), PREP (Preparation). 5653-62-3 belongs to class nitriles-buliding-blocks, name is 2,3-Dimethoxybenzonitrile, and the molecular formula is C9H9NO2, HPLC of Formula: 5653-62-3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhan, Wei published the artcileContinuous-flow synthesis of nitriles from aldehydes via Schmidt reaction, Computed Properties of 100-70-9, the main research area is nitrile preparation continuous flow; aldehyde trimethylsilyl azide Schmidt reaction.

A continuous-flow synthesis of nitriles by Schmidt reaction has been developed. Using this procedure, a variety of aldehydes could be smoothly transformed into the desired nitriles in good to excellent yields. The mild reaction conditions and the flowing reaction system greatly improved the safety and made the reaction easy to scale up.

Chinese Chemical Letters published new progress about Aromatic nitriles Role: SPN (Synthetic Preparation), PREP (Preparation). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Computed Properties of 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Terlizzi, Lorenzo Di published the artcileDyedauxiliary Group Strategy for the α-Functionalization of Ketones and Esters, Application In Synthesis of 1885-29-6, the main research area is arylketone arylazo ester preparation; arylazo sulfone enol silyl ether ketene acetal activation.

The synthesis of α-arylketones and α-arylazo esters has been achieved in mixed organic-aqueous media under photocatalyst- and metal-free conditions via visible light activation of arylazo sulfones in the presence of enol silyl ethers and ketene silyl acetals, resp. The process took place efficiently and exhibits an excellent tolerance for a broad variety of functional groups.

ACS Organic & Inorganic Au published new progress about Acetals, ketene, silyl Role: RCT (Reactant), RACT (Reactant or Reagent). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Application In Synthesis of 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Meng, Hong published the artcileIron and Phenol Co-Catalysis for Rapid Synthesis of Nitriles under Mild Conditions, Category: nitriles-buliding-blocks, the main research area is nitrile preparation; aldehyde oxime ester oxidation iron phenol catalyst.

A mild, scalable, high yielding, and rapid route to access diverse nitriles from aldehyde oxime esters enabled by iron(III) and phenol co-catalysis has been developed. The reaction was performed at room temperature to give nitriles in excellent yield within minutes. Mechanistic studies show that the reaction may proceed through a radical process in which benzoyl aldehyde oxime is not only a substrate, but also an ancillary ligand to support iron salt in the promotion of the transformation.

European Journal of Organic Chemistry published new progress about Esters Role: RCT (Reactant), RACT (Reactant or Reagent) (aldehyde oxime). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Category: nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Lansbergen, Beatrice published the artcileUnexpected rearrangements and a novel synthesis of 1,1-dichloro-1-alkenones from 1,1,1-trifluoroalkanones with aluminium trichloride, Related Products of nitriles-buliding-blocks, the main research area is dichloroalkenone preparation rearrangement; trifluoroalkanone aluminum trichloride; Friedel–Crafts alkylation; aluminium trichloride; dichloroalkenes; rearrangement; trifluoroalkanes.

A novel reactivity of 1,1,1-trifluoroalkanones is reported, where the reaction with AlCl3 results in the formation of 1,1-dichloro-1-alkenones I (Ar = Ph, 3-MeOC6H4, 2-pyridyl, etc.; n = 0, 1, 2). The reaction scope was found to be broad, with various chain lengths and aryl substituents tolerated. For substrates containing an electron-rich aromatic ring, further reactions take place, resulting in bicyclic and/or rearrangement products.

Beilstein Journal of Organic Chemistry published new progress about Bicyclic compounds Role: SPN (Synthetic Preparation), PREP (Preparation). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Related Products of nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhang, Chuan-Tao published the artcileContinuous flow synthesis of diaryl ketones by coupling of aryl Grignard reagents with acyl chlorides under mild conditions in the ecofriendly solvent 2-methyltetrahydrofuran, Quality Control of 42872-30-0, the main research area is diaryl ketone preparation continuous flow green chem; aryl Grignard reagent acyl chloride coupling reaction.

An efficient continuous flow sequential synthesis of diaryl ketones RC(O)R1 (R = C6H5, 4-MeOC6H4, thiophen-2-yl, etc.; R1 = 2-MeC6H4, 3-FC6H4, naphthalen-2-yl, etc.) was achieved by coupling of aryl Grignard reagents RMgBr with acyl chlorides R1C(O)Cl in the bio-derived “”green”” solvent 2-methyltetrahydrofuran (2-MeTHF) under mild reaction conditions (ambient temperature, 1 h), allowing a safe and on-demand generation of 2-(3-benzoylphenyl)propionitrile with a productivity of 3.16 g hour-1.

RSC Advances published new progress about Aromatic acid chlorides Role: RCT (Reactant), RACT (Reactant or Reagent). 42872-30-0 belongs to class nitriles-buliding-blocks, name is 2-(3-Benzoylphenyl)propanenitrile, and the molecular formula is C16H13NO, Quality Control of 42872-30-0.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Andersen, K. E. published the artcileOxadiazoles as bioisosteric transformations of carboxylic functionalities. Part I, COA of Formula: C6H7N3, the main research area is pyrazolopyrimidine pyrrolopyrimidine oxadiazolylpyrazolopyrimidine preparation benzodiazepine receptor.

Cyclocondensation of aminopyrazoles with appropriate 3-(dimethylamino)-1-aryl-2-propen-1-ones gave 51-86% pyrazolo[1,5-a]pyrimidines I (R1 = cyano, CO2Et, R2 = 4-F3CC6H4, Ph, 3-thienyl, etc.). Reaction of nitriles I with hydroxylamine in aqueous ethanol gave crude 56-93% amidoximes which on heating with an acid chloride or anhydride afforded 65-81% oxadiazole derivatives II (R3 = Me, cyclopropyl, CF3, R2 = same). Some pyrrolopyrimidines were also prepared and the prepared compounds were tested as benzodiazepine receptors.

European Journal of Medicinal Chemistry published new progress about Benzodiazepine receptors Role: RCT (Reactant), RACT (Reactant or Reagent). 59146-60-0 belongs to class nitriles-buliding-blocks, name is 2-Amino-4-methyl-1H-pyrrole-3-carbonitrile, and the molecular formula is C6H7N3, COA of Formula: C6H7N3.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Mousavi-Mashhadi, Seyed Ali published the artcileCatalytic hydration of terminal alkynes and nitriles without reducing reagents, acidic promoters and organic solvent over Fe3O4@Starch-Au, Synthetic Route of 1885-29-6, the main research area is alkyne nitrile iron oxide starch gold nanoparticle hydration catalyst.

Magnetic heterogeneous nanoparticles (Fe3O4 NPs) were prepared and functionalized by starch and gold nanoparticles, resp. The characterization of nanocomposite was carried out by several techniques such as FT-IR, XRD, FE-SEM, TEM, EDS, VSM, ICP and TGA. The prepared nanocatalyst, Fe3O4@Starch-Au, was utilized in the synthesis of aryl Me ketones and amides via the activation of multiple bonds in aqueous media. The nanocatalyst was simply recovered and reused for several cycles without significant loss of its catalytic activity.

Journal of the Iranian Chemical Society published new progress about Alkyl aryl ketones Role: IMF (Industrial Manufacture), PREP (Preparation). 1885-29-6 belongs to class nitriles-buliding-blocks, name is 2-Aminobenzonitrile(Flakes or Chunks), and the molecular formula is C7H6N2, Synthetic Route of 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts