Tag: M.W=100-150

Tasior, Mariusz published the artcileMethod for the Large-Scale Synthesis of Multifunctional 1,4-Dihydro-pyrrolo[3,2-b]pyrroles, Name: 2-Aminobenzonitrile(Flakes or Chunks), the main research area is large scale synthesis multifunctional dihydropyrrolopyrrole amine aldehyde diacetyl.

A thorough investigation has enabled the optimization of the synthesis of 1,4-dihydro-pyrrolo[3,2-b]pyrroles. Although salts of such metals as vanadium, niobium, cerium, and manganese were found to facilitate the formation of 1,4-dihydro-pyrrolo[3,2-b]pyrroles from amines, aldehydes, and diacetyl, we confirmed that iron salts are the most efficient catalysts. The conditions identified (first step: toluene/AcOH = 1:1, 1 h, 50°; second step: toluene/AcOH = 1:1, Fe(ClO4)3·H2O, 16 h, 50°) resulted in the formation of tetraarylpyrrolo[3,2-b]pyrroles in a 6-69% yield. For the first time, very electron-rich substituents (4-Me2NC6H4, 3-(OH)C6H4, pyrrol-2-yl) originating from aldehydes and sterically hindered substituents (2-ClC6H4, 2-BrC6H4, 2-CNC6H4, 2-(CO2Me)C6H4, 2-(TMS-CC)C6H4) present on anilines can be appended to the pyrrolo[3,2-b]pyrrole core. It is now also possible to prepare 1,4-dihydropyrrolo[3,2-b]pyrroles bearing an ordered arrangement of N-substituents and C-substituents ranging from coumarin, quinoline, phthalimide to truxene. These advances in scope enable independent regulations of many desired photophys. properties, including the Stokes shift value and emission color ranging from violet-blue through deep blue, green, yellow to red. Simultaneously, the optimized conditions have finally allowed the synthesis of these extremely promising heterocycles in amounts of more than 10 g per run without a concomitant decrease in yield or product contamination. Empowered with better functional group compatibility, novel derivatization strategies were developed.

Journal of Organic Chemistry published new progress about Aldehydes 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, Name: 2-Aminobenzonitrile(Flakes or Chunks).

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Huang, Ziwei published the artcileThe Synthesis and Application of 2-Cyano and -Ester Containing Anilines: Selective Copper-Catalyzed Reductive Amination, N -Benzylation, and Cyclization Reactions, Computed Properties of 1885-29-6, the main research area is indoloindole preparation green chem; benzyl bromide cyano iodo amine benzylation cyclization copper catalyst; cyano amine preparation regioselective chemoselective green chem fluorescence; aldehyde aminobenzonitrile reductive amination copper catalyst; ester amine preparation regioselective chemoselective fluorescence; aminobenzoate aldehyde reductive amination copper catalyst.

A convenient and practical pathway to 2-cyano and 2-ester anilines 2-R-3-R1-4-R2-5-R3C6HNHCH2R4 (R = CN, C(O)OMe, butoxycarbonyl; R1 = H, Cl; R2 = H, F, OMe; R3 = H, Me, Cl, OMe; R4 = Ph, 2-iodophenyl, furan-2-yl, etc.) is described via efficient and selective copper(II)-catalyzed reductive amination via hydrosilylation process. Both 2-cyano and 2-ester anilines were successfully synthesized with good functional group tolerance and high selectivity. The application of the 2-cyano and -iodine containing anilines 2-CN-4-R2-5-R3C6H2NHCH2-2-IC6H4 was developed in the synthesis of indoloindole derivatives I (Ar = Ph, 2-methylphenyl, 4-fluorophenyl, etc.) via CuSO4-catalyzed N-benzylation and cyclization reaction in ‘one pot’. More interestingly, the photophys. property investigations of these 2-cyano and 2-ester containing anilines exhibit excellent fluorescent properties, which have great potential application in the development of interesting near-UV optical devices in the near future.

Synthesis published new progress about Aldehydes 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, Computed Properties of 1885-29-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

He, Jian published the artcileHighly Efficient Iridium-Based Photosensitizers for Thia-Paterno-Buchi Reaction and Aza-Photocyclization, Synthetic Route of 100-70-9, the main research area is pyridylheteroaryl iridium complex preparation photosensitizer electrochem; crystal structure pyridylheteroaryl iridium complex pyrroloquinolinedione chiral methylthiophenoxyphenylthiaazabicycloheptanedione; mol structure pyridylheteroaryl iridium complex pyrroloquinolinedione chiral methylthiophenoxyphenylthiaazabicycloheptanedione.

Substrates in excited state differ significantly from the corresponding ground state so that they are treated as different chem. species with diverse phys. properties and chem. reactivity. Therefore, applying photocatalytic systems to activate substrates becomes increasingly popular. Although photosensitizers serve as the core of the photocatalytic reaction, the design of a photosensitizer was not taken for granted. By modifying ligands of organometallic complexes to optimize properties of photosensitizers, the authors successfully achieved Ir complexes with long excited triplet-state lifetime, high triplet excited-state energy, strong absorption, and robust stability. The efficacies of the prepared Ir complexes as photosensitizers were evaluated toward various challenging photocycloaddition reactions (e.g., thia-Paterno-Buchi reaction and multicomponent 1-pot aza-photocyclization) between heterocyclic compound maleimides and unsaturated moieties that are not efficient to complete with well-established photosensitizers.

ACS Catalysis published new progress about Aldehydes 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, Synthetic Route of 100-70-9.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Makela, Mikko K. published the artcileCarbocatalytic Cascade Synthesis of Polysubstituted Quinolines from Aldehydes and 2-Vinyl Anilines, Related Products of nitriles-buliding-blocks, the main research area is quinoline preparation; aldehyde vinylaniline carbocatalytic cascade condensation electrocyclization dehydrogenation.

Oxidized active carbon (oAC) catalyzes the formation of polysubstituted quinolines from o-vinyl anilines and aldehydes. The reaction proceeds in a cascade manner through condensation, electrocyclization and dehydrogenation, and gives access to a wide range of quinolines with alkyl and/or aryl substituents as demonstrated with 40 examples. The metal-free catalytic procedure allows a heterogeneous protocol for the synthesis of various polysubstituted quinolines. The mechanistic studies imply that both the acid and quinoidic groups in oAC are integral for the catalytic manifold.

Advanced Synthesis & Catalysis published new progress about Aldehydes 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, Related Products of nitriles-buliding-blocks.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhang, Li-Jie published the artcileA simple and metal-free one-pot synthesis of 2-substituted-1H-4-carboxamide benzimidazole using 3,6-di(pyridin-2-yl)-1,2,4,5-tetrazine(PYTZ) as catalyst, Recommanded Product: Picolinonitrile, the main research area is diaminobenzamide aldehyde dipyridinyl tetrazine catalyst cyclocondensation; benzimidazolyl carboxamide preparation green chem.

A simple and green method for the convenient synthetic protocol of 2-substituted-1H-4-carboxamide benzimidazole was reported from 2,3-diaminobenzamide and a variety of aldehydes by condensation. The results showed that 2,3-diaminobenzamide and aldehydes could react under visible light irradiation at ambient temperature in the presence of PYTZ and pumping air (or other oxidant) to obtain the desired compound with simple workup. The structures of 20 synthesized compounds were determined by NMR, IR and HRMS (new compound) techniques. The method was efficient, metal free, green, and selective.

Chemical Papers published new progress about Aldehydes 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, Recommanded Product: Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ghosh, Tridev published the artcilePotassium tert-Butoxide Promoted Synthesis of Dihydroquinazolinones, Product Details of C7H6N2, the main research area is aminobenzonitrile carbonyl compound potassium tert butoxide radical cyclization; dihydroquinazolinone preparation.

An efficient synthetic protocol to access heterocyclic dihydroquinazolinones by a transition metal free process, involving the reaction of 2-aminobenzonitriles with aldehydes in the presence of KOtBu was reported. The method was compatible with aromatic ketones providing 2,2-disubstituted dihydroquinazolinones in high yields. The reaction proceeded feasibly at room temperature and features a broad substrate scope and tolerance to a range of functional groups. The mechanism followed a radical pathway.

Journal of Organic Chemistry published new progress about Aldehydes 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, Product Details of C7H6N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Yang, Li published the artcileElectrochemically induced synthesis of quinazolinones via cathode hydration of o-aminobenzonitriles in aqueous solutions, Formula: C7H6N2, the main research area is quinazolinone green preparation; aldehyde aminobenzonitrile electrochem hydrolysis.

An efficient and practical electrochem. catalyzed transition metal-free process for the synthesis of substituted quinazolinones I [R1 = H, 8-Me, 6-OMe, etc.; R2 = Ph, Bn, 2-thienyl, etc.] from simple and readily available o-aminobenzonitriles and aldehydes in water has been accomplished. I2/base and water played an unprecedented and vital role in the reaction. By electrochem. catalyzed hydrolysis of o-aminobenzonitriles, the synthesis of quinazolinones with benzaldehyde was first proposed. The synthetic utility of this method was demonstrated by gram-scale operation, as well as the preparation of bioactive N-(2,5-dichlorophenyl)-6-(2,2,2-trifluoroethoxy) pteridin-4-amine, which enabled straightforward, practical and environmentally benign quinazolinone formation.

Organic & Biomolecular Chemistry published new progress about Aldehydes 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, Formula: C7H6N2.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zeng, Kui published the artcileDirect nitrogen interception from chitin/chitosan for imidazo[1,5-a]pyridines, Recommanded Product: Picolinonitrile, the main research area is pyridine ketone aldehyde chitosan heterocyclization; imidazopyridine preparation.

A catalyst-free one-pot methodol. that enable direct nitrogen interception of chitosan/chitin for imidazo[1,5-a]pyridines was developed. This strategy features direct synthesis of important deuterated imidazo[1,5-a]pyridines and tridentate ligands. In particular, a broad group of previously inaccessible products including saturated 1-alkylimidazo[1,5-a]pyridines were unprecedentedly synthesized by this protocol.

Chemical Communications (Cambridge, United Kingdom) published new progress about Aldehydes 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, Recommanded Product: Picolinonitrile.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zeng, Kui published the artcileAnomeric Stereoauxiliary Cleavage of the C-N Bond of D-Glucosamine for the Preparation of Imidazo[1,5-a]pyridines, Product Details of C6H4N2, the main research area is imidazopyridine preparation; pyridine ketone aldehyde glucosamine stereoauxiliary cleavage reaction; C−N bond cleavage; d-glucosamine; imidazo[1,5-a]pyridines; stereoauxiliary; stereochemistry.

An anomeric stereoauxiliary approach for the synthesis of a wide range of imidazo[1,5-a]pyridines I (R1 = Me, 2-methylphenyl, pyridin-2-yl, etc.; R2 = 4-methoxyphenyl, naphthalen-1-yl, thiophen-2-yl, etc.) after cleaving the C-N bond of D-glucosamine (α-2° amine) from biobased resources was reported . This new approach expands the scope of readily accessible imidazo[1,5-a]pyridines I relative to existing state-of-the-art methods. A key strategic advantage of this approach is that the α-anomer of D-glucosamine enables C-N bond cleavage via a seven-membered ring transition state. By using this novel method, a series of imidazo[1,5-a]pyridine derivatives (>80 examples) was synthesized from 2-acylpyridines (including para-dipyridine ketone) and aldehydes (including para-dialdehyde) R2CHO. Imidazo[1,5-a]pyridine I derivatives containing diverse important deuterated C(sp2)-H and C(sp3)-H bonds were also efficiently achieved.

Chemistry – A European Journal published new progress about Aldehydes 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, Deqiang published the artcileA Lewis Base Supported Terminal Uranium Phosphinidene Metallocene, HPLC of Formula: 91-15-6, the main research area is uranium phospinidene metallocene preparation reactivity imine diazene carbodiimide nitrile; phospinidene uranium metallocene adduct imine diazene nitrile preparation; crystal structure uranium phospinidene metallocene adduct imine diazene nitrile; mol structure uranium phospinidene metallocene adduct imine diazene nitrile.

A Lewis base supported terminal U phosphinidene, [η5-1,3-(Me3C)2C5H3]2U(:P-2,4,6-tBu3C6H2)(OPMe3) (5), is isolated from the reaction of the U Me chloride [η5-1,3-(Me3C)2C5H3]2U(Cl)Me (4) with 2,4,6-(Me3C)3C6H2PHK in toluene in the presence of Me3PO. Also, the reactivity of the U phospinidene 5 toward small mols. were comprehensively explored. While no reactivity of 5 with internal alkynes is observed attributed to steric hindrance, it readily reacts with various small mols. including isothiocyanates, aldehydes, imines, diazenes, carbodiimides, nitriles, isonitriles, and organic azides, yielding U sulfides, oxides, metallaheterocycles, and imido complexes, in good yields. A Lewis base supported actinide phosphinidene metallocene was isolated and its reactivity toward small mols. was studied. It exhibits a rich reaction chem. toward a variety of heterounsatd. mols. and the steric hindrance imposed by the Cp ligand plays an important role in the formation and reaction chem. of U phosphinidene metallocenes.

Inorganic Chemistry published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 91-15-6 belongs to class nitriles-buliding-blocks, name is Phthalonitrile, and the molecular formula is C8H4N2, HPLC of Formula: 91-15-6.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts