Category: 100-70-9

Mao, Jianyou published the artcileSynthesis of Indoles through Domino Reactions of 2-Fluorotoluenes and Nitriles, Related Products of nitriles-buliding-blocks, the main research area is fluorotoluene nitrile tandem nucleophilic aromatic substitution heterocyclization; indole preparation; 2-fluorotoluenes; domino reactions; indoles; nitrogen heterocycles.

A straightforward, practical, and transition-metal-free assembly of 2-aryl indoles was reported. Simply combining readily available 2-fluorotoluenes, nitriles, LiN(SiMe3)2, and CsF enabled the generation of a diverse array of indoles (38 examples, 48-92 % yield). A range of substituents can be introduced into each position of the indole backbone (C4 to C7, and aryl groups at C2), providing handles for further elaboration.

Angewandte Chemie, International Edition published new progress about Aryl fluorides Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Cao, Zhenyu published the artcileSynthesis of 2-pyridyl oxazoline esters and their organocatalytic application to the enantioselective silane reduction of ketones, Category: nitriles-buliding-blocks, the main research area is pyridyl oxazoline ester chiral preparation organocatalyst; chiral alc preparation enantioselective; ketone reduction organocatalyst.

The synthesis of a number of novel chiral 2-pyridyl oxazoline esters I (R = Me, (2R)-2-methylbutanoyl, (pyridin-2-yl)carbonyl, (naphthalen-1-yl)carbonyl, etc.) is reported along with the use of these in the enantioselective organocatalytic reduction of ketones 4-R1C6H4C(O)CH3 (R1 = H, methyl). The chiral alcs. 4-R1C6H4CH(OH)CH3 were prepared in good to excellent yields (up to 99%) and found to catalyze the reduction reactions with good conversions (up to 99%) and in moderate to good enantioselectivities (up to 65% at high conversion and 70% with lower reactivity). The results give an insight into the effects of the catalyst structure on the selectivity observed in the reaction.

ARKIVOC (Gainesville, FL, United States) published new progress about Acetophenones Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Mahmoudi, Boshra published the artcileOxidation/ MCR domino protocol for direct transformation of methyl benzene, alcohol, and nitro compounds to the corresponding tetrazole using a three-functional redox catalytic system bearing TEMPO/Co(III)-porphyrin/ Ni(II) complex, Product Details of C6H4N2, the main research area is alc methylbenzene nitro compound conversion tetrazole oxidation multicomponent domino; safety sodium azide.

A redox catalytic system for oxidation-reduction reactions and the domino preparation of tetrazole compounds from nitro and alc. precursors was designed, prepared and characterized by UV-vis, GPC, TGA, XRD, EDX, XPS, VSM, FE-SEM, TEM, DLS, BET, NMR, and ICP analyses [e.g., toluene → 5-phenyl-1H-tetrazole and nitrobenzene → 1-phenyl-1H-tetrazole]. The catalyst was prepared via several successive steps by demetalation of chlorophyll b, Schiff base formation with allylamine, copolymerization with acrylated TEMPO monomers, complexation with Ni and Co metals (in two different steps), then immobilized on magnetic nanoparticles. The presence of three functional groups including TEMPO, coordinated cobalt, and coordinated nickel in the catalyst, allowed the oxidation of various types of alcs., alkyl benzenes as well as the reduction of nitro compounds by a single catalyst. All reactions yielded up to 97% selectivity for oxidation and reduction reactions. Next, the ability of the catalyst to successfully convert benzylic alcs., methylbenzenes and nitro compounds to their corresponding tetrazoles was studied. Safety: extreme caution is required when handling sodium azide.

Molecular Catalysis published new progress about Alkylbenzenes Role: RCT (Reactant), RACT (Reactant or Reagent). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Product Details of C6H4N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Drageset, Audun published the artcileA two-step telescoped continuous flow switchable process leading to nitriles, diaziridine or hydrazine derivatives, COA of Formula: C6H4N2, the main research area is nitrile preparation; diaziridine preparation; hydrazine preparation.

Primary and benzylic alcs. RCH2OH (R = Ph, 2-methylpropyl, 2-nitrophenyl, etc.) were cost-effectively transformed into their corresponding nitriles RCN using a classical batch approach and a continuous flow process implemented on a multi-jet oscillating disk (MJOD) reactor platform. The alcs. as substrates were treated with (2,2,6,6-tetra-methylpiperidin-1-yl)oxidanyl (TEMPO) free radical as the pre-catalyst with 1,3-dichloro-5,5-dimethylhydantoin (DCH) as the terminal oxidant to produce their corresponding carbonyl compds RCHO. The reaction was conducted at a reaction temperature of 35 °C and a flow reactor residence time of 5 min. This alc. to carbonyl oxidation step was telescoped with a subsequent step that involved treatment with aqueous ammonium hydroxide and 1,3-diiodo-5,5-dimethylhydantoin (DIH) at a reaction temperature of 65 °C with concomitant oxidation to nitrile using a flow reactor residence time of 15 min. A solvent exchange process was conducted in-between the two synthetic reaction steps by means of an in-line extraction process with Et acetate, a step that was concatenated by using an in-line liquid-liquid separation process using a hold-up tank. The second synthetic step was revealed to be tunable, since four distinct products might be produced at varying degrees of selectivity. When DIH was used as the terminal oxidant, a high selectivity towards the original target nitrile was achieved, but if DIH was replaced with DCH as the terminal oxidant, 1,2-di((E)-benzylidene)hydrazine and two different stereoisomers of the 1,3,5-triazabicyclo[3.1.0]hexane scaffold were produced. The selectivity towards the various products was highly influenced by the reaction temperature A scope and limitation study of the nitrile process with an assortment of primary alcs. as substrates provided excellent yields which revealed good functional group tolerance.

Reaction Chemistry & Engineering published new progress about Aralkyl alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, COA of Formula: C6H4N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Chang, Guoliang published the artcileLewis acid promoted dehydration of amides to nitriles catalyzed by [PSiP]-pincer iron hydrides, Product Details of C6H4N2, the main research area is phosphorus silicon iron hydrido pincer ligand preparation crystal structure; aryl nitrile preparation; amine aryl dehydration Lewis acid promoted iron catalyst.

The dehydration of primary amides to their corresponding nitriles using four [PSiP]-pincer hydrido iron complexes [(2-Ph2PC6H4)2MeSiFe(H)(PMe3)2, (2-Ph2PC6H4)2HSiFe(H)(PMe3)2, (2-(iPr)2PC6H4)2HSiFe(H)(PMe3)2 and (2-(iPr)2PC6H4)2MeSiFe(H)(PMe3)2] as catalysts in the presence of (EtO)3SiH as dehydrating reagent was explored in the good to excellent yields. It was proved for the first time that Lewis acid could significantly promote this catalytic system under milder reaction conditions than other Lewis acid-promoted system, such as shorter reaction time or lower reaction temperature This was also the first example that dehydration of primary amides to nitriles RCN [R = 4-ClC6H4, 2-thienyl, Bn, etc.] was catalyzed by silyl hydrido iron complexes bearing [PSiP]-pincer ligands with Lewis acid as additive. This catalytic system had good tolerance for many substituents. Among the four iron hydrides (2-Ph2PC6H4)2MeSiFe(H)(PMe3)2 was the best catalyst. The effects of substituents of the [PSiP]-pincer ligands on the catalytic activity of the iron hydrides were discussed. A catalytic reaction mechanism was proposed. Complex (2-(iPr)2PC6H4)2MeSiFe(H)(PMe3)2 was a new iron complex and was fully characterized. The mol. structure of complex (2-(iPr)2PC6H4)2MeSiFe(H)(PMe3)2 was determined by single crystal X-ray diffraction.

Applied Organometallic Chemistry published new progress about Aromatic amides Role: RCT (Reactant), RACT (Reactant or Reagent). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Product Details of C6H4N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Wang, Yajie published the artcileAn Air-Stable N-Heterocyclic [PSiP] Pincer Iron Hydride and an Analogous Nitrogen Iron Hydride: Synthesis and Catalytic Dehydration of Primary Amides to Nitriles, Computed Properties of 100-70-9, the main research area is iron nitrogen heterocyclic pincer hydride catalyst dehydration primary amide; nitrile preparation.

An air-stable N-heterocyclic PSiP pincer iron hydride FeH(PMe3)2(SiPh(NCH2PPh2)2C6H4) was synthesized by Si-H activation of a Ph-substituted [PSiP] pincer ligand. The analogous strong electron-donating iPr-substituted [PSiP] pincer ligand was prepared and introduced into iron complex to give an iron nitrogen complex FeH(N2)(PMe3)(SiPh(NCH2PiPr2)2C6H4). Both complexes showed similar high efficiency for catalytic dehydration of primary amides to nitriles. Air-stable iron hydride FeH(PMe3)2(SiPh(NCH2PPh2)2C6H4) was the best catalyst for its stabilization and convenient preparation A diverse range of cyano compounds including aromatic and aliphatic species was obtained in moderate to excellent yields. A plausible catalytic reaction mechanism was proposed.

Organometallics published new progress about Aromatic amides Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Betori, Rick C. published the artcileReductive Arylation of Arylidene Malonates Using Photoredox Catalysis, Application In Synthesis of 100-70-9, the main research area is diaryl malonate preparation; arylidene malonate reductive arylation photoredox catalysis.

A strategy with arylidene malonates provides access to β-umpolung single-electron species. Reported here is the utilization of these operators in intermol. radical-radical arylations, while avoiding conjugate addition/dimerization reactivity that is commonly encountered in enone-based photoredox chem. This reactivity relies on tertiary amines that serve to both activate the arylidene malonate for single-electron reduction by a proton-coupled electron transfer mechanism as well as serve as a terminal reductant. This photoredox catalysis pathway demonstrates the versatility of stabilized radicals for unique bond-forming reactions.

ACS Catalysis published new progress about Aromatic nitriles Role: RCT (Reactant), RACT (Reactant or Reagent). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Application In Synthesis of 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Rina, Yesmin Akter published the artcileDouble Hydrophosphorylation of Nitriles Catalyzed by Rare-Earth-Metal Lanthanum, Safety of Picolinonitrile, the main research area is hydrophosphorylation aromatic nitrile hydrophosphonate preparation phosphono amidophosphate lanthanum catalyst; lanthanum dimethylbenzylamine catalyst double hydrophosphorylation nitrile preparation phosphoryl amidophosphate.

A high-yielding and atom-efficient protocol for the double hydrophosphorylation of aromatic nitriles using a lanthanum-based N,N-dimethylbenzylamine complex (La(DMBA)3) as a precatalyst is reported, giving α-phosphonylated N-benzylphosphoramidates ArCH[P(O)(OEt)2]NHP(O)(OEt)2 (3a-v; Ar = substituted Ph, 2-naphthyl, pyridyl) with high yields and chemoselectivities. This method provides a straightforward and convenient approach for the synthesis of biol. important organophosphorus compounds known as N-(α-phosphoryl)amidophosphates in good to excellent yields. Nitriles with a broad range of addnl. functionality were tolerated, including those with halides, ethers, amines, and pyridyl groups.

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ma, Zhuang published the artcileStable and reusable Ni-based nanoparticles for general and selective hydrogenation of nitriles to amines, Safety of Picolinonitrile, the main research area is aryl nitrile nickel nanocatalyst selective hydrogenation; aromatic primary amine preparation; recyclable silica support nickel catalyst preparation.

Silica supported ultrasmall Ni-nanoparticles allow for general and selective hydrogenation of all kinds of nitriles to primary amines under mild conditions. By calcination of a template material generated from Ni(II)nitrate and colloidal silica under air and subsequent reduction in the presence of mol. hydrogen the optimal catalyst was prepared The prepared supported nanoparticles are stable, was conveniently used and easily recycled. The applicability of the optimal catalyst material was shown by hydrogenation of >110 diverse aliphatic and aromatic nitriles including functionalized and industrially relevant substrates. Challenging heterocyclic nitriles, specifically cyanopyridines, provided the corresponding primary amines in good to excellent yields. The resulting amines serve as important precursors and intermediates for the preparation of numerous life science products and polymers.

Chemical Science published new progress about Aliphatic nitriles Role: RCT (Reactant), RACT (Reactant or Reagent). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Safety of Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Xue, Gaijun published the artcileCopper-Catalyzed Oxidative C-C Bond Cleavage of Alkyl-(Hetero)arenes Enabling Direct Access to Nitriles, Safety of Picolinonitrile, the main research area is aryl nitrile preparation copper catalyst; alkyl hetero arene oxidative carbon bond cleavage cyanation.

The cleavage and functionalization of C-C bonds has emerged as a powerful tool for discovery of new transformations. Herein, authors report a protocol that enables direct synthesis of nitriles via copper-catalyzed oxidative cleavage and cyanation of C-C bonds in a wide variety of multicarbon alkyl-substituted (hetero)arenes. Detailed mechanistic studies reveal that a tandem oxidative process is involved in this transformation.

Organic Letters published new progress about Aromatic compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 100-70-9 belongs to class nitriles-buliding-blocks, name is Picolinonitrile, and the molecular formula is C6H4N2, Safety of Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts