Author: Jessica.F

Lubov, Dmitry P. published the artcilePalladium-Aminopyridine Catalyzed C-H Oxygenation: Probing the Nature of Metal Based Oxidant, HPLC of Formula: 68569-14-2, the publication is ChemCatChem (2021), 13(24), 5109-5120, database is CAplus.

A mechanistic study of direct selective oxidation of benzylic C(sp³)-H groups with peracetic acid, catalyzed by palladium complexes with tripodal amino-tris(pyriylmethyl) ligands, is presented. The oxidation of arylalkanes having secondary and tertiary benzylic C-H groups, predominantly yields, depending on the substrate and conditions, either the corresponding ketones or alcs. One of the three 2-pyridylmethyl moieties, which is pending in the starting catalyst, apparently, facilitates the active species formation and takes part in stabilization of the high-valent Pd center in the active species, occupying the axial coordination site of palladium. The catalytic, as well as isotopic labeling experiments, in combination with ESI-MS data and DFT calculations, point out palladium oxyl species as possible catalytically active sites, operating essentially via C-H abstraction/oxygen rebound pathway. For the ketones formation, O-H abstraction/β-scission mechanism has been proposed.

ChemCatChem published new progress about 68569-14-2. 68569-14-2 belongs to nitriles-buliding-blocks, auxiliary class Palladium, name is Tetrakis(acetonitrile)palladium(II) Ditriflate, and the molecular formula is C10H12F6N4O6PdS2, HPLC of Formula: 68569-14-2.

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

Sathyamoorthi, Govindarao published the artcileLaser active cyanopyrromethene-BF₂ complexes, Product Details of C7H8N2, the publication is Heteroatom Chemistry (1994), 5(4), 403-7, database is CAplus.

Treatment with a mixture of formic and hydrobromic acids converted Et 3,4-diethyl-5-methylpyrrole-2-carboxylate to 3,3,’,4,4′-tetraethyl-5,5′-dimethylpyrromethene hydrobromide presumably via the condensation of α-unsubstituted and α-formylpyrrole intermediates formed in situ. The corresponding 6-cyanohexaalkylpyrromethane was obtained by the addition of hydrogen cyanide to the pyrromethene and was oxidized with bromine to an unstable pyrromethene, an intermediate converted to 1,2,6,7-tetraethyl-3,5-dimethyl-8-cyanopyrromethene-BF₂ complex(PM-TEDC), λ_las (plastic) 613-639 nm, in a reaction with boron trifluoride etherate. Et 3,4,5-trimethylpyrrole-2-carboxylate was similarly converted to 1,2,3,5,6,7-hexamethyl-8-cyanopyrromethene-BF₂ complex, (PM-HMC), λ_las (plastic) 615-639 nm. Immediately after formation by a condensation between propionyl chloride and 2,4-dimethyl-3-cyanopyrrole, unstable 3,3′,5,5′-tetramethyl-6-ethyl-4,4′-dicyanopyrromethene hydrochloride was treated with boron trifluoride etherate to give 1,3,5,7-tetramethyl-2,6-dicyano-8-ethylpyrromethene-BF₂ complex, λ_las (ethanol) 540-565 nm.

Heteroatom Chemistry published new progress about 26187-28-0. 26187-28-0 belongs to nitriles-buliding-blocks, auxiliary class Pyrrole,Nitrile, name is 2,4-Dimethyl-1H-pyrrole-3-carbonitrile, and the molecular formula is C7H8N2, Product Details of C7H8N2.

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

Nazari, S. Hadi published the artcileNickel-Catalyzed Suzuki Cross Couplings with Unprotected Allylic Alcohols Enabled by Bidentate N-Heterocyclic Carbene (NHC)/Phosphine Ligands, HPLC of Formula: 214360-44-8, the publication is ACS Catalysis (2018), 8(1), 86-89, database is CAplus.

Cross couplings between simple allylic alcs. and aryl and vinyl boronic acids are efficiently catalyzed by nickel(0) catalysts and bidentate N-heterocyclic carbene/phosphine ligands. The bidentate nature of the ligand is shown to extend catalyst lifetime and enable high yields of the corresponding cross-coupling products. X-ray crystallog. confirms the bidentate nature of the ligand scaffold. Multistep cross coupling-alkene/alkyne insertions reactions are also conducted and the bidentate nature of the substrate makes the pendant phosphine of the ligand unnecessary.

ACS Catalysis 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, HPLC of Formula: 214360-44-8.

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

Malapit, Christian A. published the artcileMechanism and Scope of Nickel-Catalyzed Decarbonylative Borylation of Carboxylic Acid Fluorides, Application of 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile, the publication is Journal of the American Chemical Society (2019), 141(43), 17322-17330, database is CAplus and MEDLINE.

This Article describes the development of a base-free, Ni-catalyzed decarbonylative coupling of carboxylic acid fluorides with diboron reagents to selectively afford aryl boronate ester products. Detailed studies were conducted to assess the relative rates of direct transmetalation between aryl boronate esters and diboron reagents and a bisphosphine Ni(aryl)(fluoride) intermediate. These studies revealed that diboron reagents undergo transmetalation with this Ni(aryl)(fluoride) intermediate at rates significantly faster than their aryl boronate ester congeners. Also, the reactivity of both B reagents toward transmetalation is enhanced with increasing electrophilicity of the B center. These mechanistic insights were leveraged to develop a catalytic decarbonylative borylation of acid fluorides that proved applicable to a variety of (hetero)aryl carboxylic acid fluorides as well as diverse diboron reagents. The acid fluorides can be generated in situ directly from carboxylic acids. Also, the mechanistic studies directed the identification of various air-stable Ni pre-catalysts for this transformation.

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, Application of 4-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile.

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

Tuo, Wei published the artcileDevelopment of novel oxazolo[5,4-d]pyrimidines as competitive CB₂ neutral antagonists based on scaffold hopping, Application In Synthesis of 5098-14-6, the publication is European Journal of Medicinal Chemistry (2018), 68-78, database is CAplus and MEDLINE.

A series of novel oxazolo[5,4-d]pyrimidines I [R¹ = H, Cl, F, CF₃; R² = H, Me; R³ = n-Bu, cyclohexylmethyl, 1-methylpiperazinyl, etc.] was designed via a scaffold hopping strategy and synthesized through a newly developed approach. All these compounds I were evaluated for their biol. activity toward CB₁/CB₂ cannabinoid receptors, their metabolic stability in mice liver microsomes and their cytotoxicity against several cell lines. Eight compounds I [R¹ = Cl, CF₃; R² = H, Me; R³ = 1-methylpiperazinyl, 1-ethylpiperazinyl, 1-acetylpiperazinyl] were identified as CB₂ ligands with K_i values less than 1 ΜM. It was noteworthy that compounds I [R¹ = Cl; R² = Me; R³ = 1-methylpiperazinyl, 1-ethylpiperazinyl] showed CB₂ binding affinity in the nanomolar range and significant selectivity over CB₁ receptors. Interestingly, functionality studies imply that they behaved as competitive neutral antagonists. Moreover, all tested compounds I were devoid of cytotoxicity toward several cell lines, including Chinese hamster ovary cells (CHO) and human colorectal adenocarcinoma cells HT29.

European Journal of Medicinal Chemistry published new progress about 5098-14-6. 5098-14-6 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Salt,Sulfonic acid,Amine,Benzene, name is 2-Aminomalononitrile 4-methylbenzenesulfonate, and the molecular formula is C12H16O3, Application In Synthesis of 5098-14-6.

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

Walker, Sarah E. published the artcileLigand- and Base-Free Pd(II)-Catalyzed Controlled Switching between Oxidative Heck and Conjugate Addition Reactions, COA of Formula: C10H12F6N4O6PdS2, the publication is Organic Letters (2013), 15(8), 1886-1889, database is CAplus and MEDLINE.

A simple change of solvent allows controlled and efficient switching between oxidative Heck and conjugate addition reactions on cyclic Michael acceptor substrates, catalyzed by a cationic Pd(II) catalyst system. E.g., in presence of Pd(OAc)₂ and TfOH in ClCH₂CH₂Cl, reaction of 2-cyclohexenone and tris(4-methoxyphenyl)boroxin gave 94% conjugate addition product I. On the other hand, the same reaction conducted in DMSO gave 84% oxidative Heck reaction product II. Both reactions are ligand- and base-free and tolerant of air and moisture, and the controlled switching sheds light on some of the factors which favor one reaction over the other.

Organic Letters published new progress about 68569-14-2. 68569-14-2 belongs to nitriles-buliding-blocks, auxiliary class Palladium, name is Tetrakis(acetonitrile)palladium(II) Ditriflate, and the molecular formula is C9H21NO3, COA of Formula: C10H12F6N4O6PdS2.

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

Jaiswal, Pradeep Kumar published the artcileAn organocatalytic highly efficient approach to the direct synthesis of substituted carbazoles in water, Formula: C9H6N2O2, the publication is Organic & Biomolecular Chemistry (2013), 11(48), 8410-8418, database is CAplus and MEDLINE.

A simple, mild, green, catalytic and general procedure for the direct synthesis of highly functionalized 1-methoxycarbonyl-2-aryl/alkyl-3-nitro-9H-carbazoles was achieved in water medium via a one-pot domino Michael-Henry/aromatization reaction of Me 2-(3-formyl-1H-indol-2-yl)acetates with aryl/alky-substituted β-nitroolefins under air using DABCO (30 mol%) as an organocatalyst. In addition, the bench scale synthesis can be performed without using toxic organic solvents and a biol. important new fused carbazole was prepared

Organic & Biomolecular Chemistry published new progress about 5153-73-1. 5153-73-1 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Alkenyl,Nitro Compound,Benzene, name is (E)-4-(2-Nitrovinyl)benzonitrile, and the molecular formula is C9H6N2O2, Formula: C9H6N2O2.

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

Jaiswal, Pradeep Kumar published the artcileStereoselective synthesis of highly functionalized tetrahydrocarbazoles through a domino Michael-Henry reaction: an easy access to four contiguous chiral centers, Recommanded Product: (E)-4-(2-Nitrovinyl)benzonitrile, the publication is RSC Advances (2013), 3(27), 10644-10649, database is CAplus.

For the first time, a very simple, efficient, mild, catalytic and one-step procedure for the synthesis of a series of densely functionalized 1-methoxycarbonyl-2-aryl-3-nitro-4-hydroxy-1,2,3,4-tetrahydro-9H-carbazole derivatives was achieved by a domino Michael reaction-Henry reaction (tandem reaction) of Me 3-formyl-1H-indole-2-acetic acid esters and β-nitrostyrene derivatives using 1,4-diazabicyclo[2.2.2]octane (DABCO) as an organocatalyst. Furthermore, high enantioselectivity (92% enantiomeric excess) and diastereoselectivity (≤12:1 dr) were observed with a chiral organocatalyst and thus, the synthesis of the target compounds was achieved in excellent yield using 9-(benzyl)cupreidine (10 mol%) as catalyst. The title compounds thus formed included a tetrahydro(hydroxy)(nitro)(phenyl)carbazolecarboxylic acid ester derivative (I) and related substances.

RSC Advances published new progress about 5153-73-1. 5153-73-1 belongs to nitriles-buliding-blocks, auxiliary class Nitrile,Alkenyl,Nitro Compound,Benzene, name is (E)-4-(2-Nitrovinyl)benzonitrile, and the molecular formula is C9H6N2O2, Recommanded Product: (E)-4-(2-Nitrovinyl)benzonitrile.

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

Leal, Raul A. published the artcileApplication of a Palladium-Catalyzed C-H Functionalization/Indolization Method to Syntheses of cis-Trikentrin A and Herbindole B, Application In Synthesis of 68569-14-2, the publication is Angewandte Chemie, International Edition (2016), 55(39), 11824-11828, database is CAplus and MEDLINE.

We describe herein formal syntheses of the indole alkaloids cis-trikentrin A, I, and herbindole B, II, from a common meso-hydroquinone intermediate prepared by a ruthenium-catalyzed [2+2+1+1]-cycloaddition that has not been used previously in natural product synthesis. Key steps include a sterically demanding Buchwald-Hartwig amination as well as a unique C(sp³)-H amination/indole formation. Studies toward a selective desymmetrization of the meso-hydroquinone are also reported.

Angewandte Chemie, International Edition published new progress about 68569-14-2. 68569-14-2 belongs to nitriles-buliding-blocks, auxiliary class Palladium, name is Tetrakis(acetonitrile)palladium(II) Ditriflate, and the molecular formula is C10H12F6N4O6PdS2, Application In Synthesis of 68569-14-2.

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

Tang, Jie published the artcileCatalytic Decarboxylative Cross-Coupling of Aryl Chlorides and Benzoates without Activating ortho Substituents, Category: nitriles-buliding-blocks, the publication is Angewandte Chemie, International Edition (2015), 54(44), 13130-13133, database is CAplus and MEDLINE.

The restriction of decarboxylative cross-coupling reactions to ortho-substituted or heterocyclic carboxylate substrates was overcome by holistic optimization of a bimetallic Cu/Pd catalyst system. The combination of a CuI/Me₄phen decarboxylation catalyst and a [(MeCN)₄Pd](OTf)₂/XPhos cross-coupling catalyst enables the synthesis of biaryls from inexpensive aryl chlorides and potassium benzoates regardless of their substitution pattern.

Angewandte Chemie, International Edition published new progress about 68569-14-2. 68569-14-2 belongs to nitriles-buliding-blocks, auxiliary class Palladium, name is Tetrakis(acetonitrile)palladium(II) Ditriflate, and the molecular formula is C4H6N2, Category: nitriles-buliding-blocks.

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