Category: 5344-90-1

Guo, Bin; Yu, Tian-Qi; Li, Hong-Xi; Zhang, Shi-Qi; Braunstein, Pierre; Young, David J.; Li, Hai-Yan; Lang, Jian-Ping published the artcile< Phosphine Ligand-Free Ruthenium Complexes as Efficient Catalysts for the Synthesis of Quinolines and Pyridines by Acceptorless Dehydrogenative Coupling Reactions>, Formula: C7H9NO, the main research area is quinoline preparation green chem; aminobenzyl secondary alc dehydrogenative coupling ruthenium complex catalyst; pyridine preparation green chem; amino secondary alc dehydrogenative coupling ruthenium complex catalyst.

A series of phosphine-free Ru(III)/Ru(II) complexes of NH functionalized N N N pincer ligands exhibit excellent activity for acceptorless dehydrogenative coupling (ADC) of secondary alcs. RCH(OH)CH2R1 [R = Ph, thiophen-2-yl, Et, etc.; R1 = H, Me, Et, n-Pr; RR1 = -(CH2)4-] and bicyclo[2.2.1]heptan-2-ol with 2-aminobenzyl 2-NH2-R3C6H3CH(R2)OH [R2 = H, Me; R3 = H, 5-Me, 4-Cl] or γ-amino alcs. R4CH(NH2)(CH2)2OH (R4 = Ph, Me) to quinolines I (R5 = H, 6-Me, 7-Cl), 1,2,3,4-tetrahydro-1,4-methanoacridine and pyridines II. Ru(III) complexes [LRuCl3] III (R6 = R7 = R8 = H, R9 = Cl; R6 = H, R7 = R8 = Me, R9 = Cl; R6 = R7 = H, R8 = Ph, R9 = Cl, etc.) were obtained by refluxing RuCl3.xH2O with the corresponding ligand in EtOH. Five Ru(II) complexes [LRu(DMSO-κS)Cl2] III [R9 = S(CH3)2(O)] were formed by reducing the corresponding Ru(III) complex in refluxing EtOH. The latter complexes could also be prepared directly by refluxing Ru(DMSO)4Cl2 with the corresponding ligand in EtOH. These Ru(III) and Ru(II) complexes, especially III exhibited high catalytic efficiency and broad functional group tolerance in ADC reactions of secondary alcs. with 2-aminobenzyl or γ-amino alcs. to quinolines I and pyridines II. A detail mechanistic study indicated that the Ru(III) complex III (R9 = Cl) was reduced into the Ru(II) species III (R9 = S(CH3)2(O)), which was the active catalytic center for ADC via a Ru-H/N-H bifunctional outer-sphere mechanism. This protocol provides a reliable, atom-economical and environmentally benign procedure for C-N and C-C bond formation.

ChemCatChem published new progress about Amino alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 5344-90-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C7H9NO, Formula: C7H9NO.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Tavakoli, Ghazal; Prechtl, Martin H. G. published the artcile< The reductive deaminative conversion of nitriles to alcohols using para-formaldehyde in aqueous solution>, Recommanded Product: (2-Aminophenyl)methanol, the main research area is benzylic alkyl primary alc chemoselective preparation; ruthenium catalyst chemoselective reduction nitrile paraformaldehyde water; mechanism reductive deamination nitrile paraformaldehyde water ruthenium catalyst.

In the presence of [Ru(p-cymene)Cl2]2, paraformaldehyde in H2O/toluene acted as a reductant for the chemoselective reductive deamination of alkyl and aryl nitriles to yield alkyl or benzylic primary alcs. The mechanism of the reaction is studied using the characterization of reaction intermediates by mass spectrometry; dimeric ruthenium complexes are necessary to generate reduced ruthenium complexes from paraformaldehyde, while nitrile coordination generates monomeric complexes of ruthenium which reduce the nitriles to alcs.

Catalysis Science & Technology published new progress about Aralkyl alcohols Role: SPN (Synthetic Preparation), PREP (Preparation). 5344-90-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C7H9NO, Recommanded Product: (2-Aminophenyl)methanol.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Yun, Xue-Jing; Zhu, Jing-Wei; Jin, Yan; Deng, Wei; Yao, Zi-Jian published the artcile< Half-Sandwich Ruthenium Complexes for One-Pot Synthesis of Quinolines and Tetrahydroquinolines: Diverse Catalytic Activity in the Coupled Cyclization and Hydrogenation Process>, Application In Synthesis of 5344-90-1, the main research area is ruthenium half sandwich cyclometalated complex preparation hydrogenation catalyst; amine ketone hydrogenation catalyst ruthenium half sandwich cyclometalated complex.

Four types of half-sandwich ruthenium complexes with an N,O-coordinate mode based on hydroxyindanone-imine ligands have been prepared in good yields. These stable ruthenium complexes exhibited high activity in the catalytic synthesis of quinolines from the reactions of amino alcs. with different types of ketones or secondary alcs. under very mild conditions. Moreover, the methodol. for the direct one-pot synthesis of tetrahydroquinoline derivatives from amino alcs. and ketones has been also developed on the basis of the continuous catalytic activity of this ruthenium catalyst in the selective hydrogenation of the obtained quinoline derivatives with a low catalyst loading. The corresponding products, quinolines and tetrahydroquinoline derivatives, were afforded in good to excellent yields. The efficient and diverse catalytic activity of these ruthenium complexes suggested their potential large-scale application. All of the ruthenium complexes were characterized by various spectroscopies to confirm their structures. Half-sandwich ruthenium complexes based on hydroxyindanone-imine ligands exhibited high activity in the catalytic synthesis of quinoline derivatives starting from amino alcs. and ketones as well as secondary alcs. under very mild conditions. One-pot synthesis of tetrahydroquinoline has been also developed on the basis of the continuous catalytic activity of these ruthenium catalysts in selective hydrogenation.

Inorganic Chemistry published new progress about Aralkyl amines Role: RCT (Reactant), RACT (Reactant or Reagent). 5344-90-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C7H9NO, Application In Synthesis of 5344-90-1.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Cai, Wei; Zhou, Yiming; He, Yanlin; Huang, You published the artcile< DABCO catalyzed [4+2] annulations of Morita-Baylis-Hillman carbonates with isocyanates>, COA of Formula: C7H9NO, the main research area is alkoxy oxopropenyl dihydroquinazoline carboxylate preparation; MBH carbonate preparation isocyanate DABCO catalyst chemoselective cycloaddition.

A highly concise method for 1,4-diazabicyclo[2.2.2]octane (DABCO) catalyzed [4+2] annulations of o-amino-acylation of aryl Morita-Baylis-Hillman (MBH) carbonates with isocyanates was developed. For the first time, MBH carbonates served as 1,4-dipoles, providing functionalized 3,4-dihydroquinazolinones in mild conditions with good to excellent yields. The d. functional theory calculations of the mechanism supports this hypothesis.

Chemical Communications (Cambridge, United Kingdom) published new progress about [4+2] Cycloaddition reaction (chemoselective). 5344-90-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C7H9NO, COA of Formula: C7H9NO.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Wu, Tun-Hui; Su, Zih-Syuan; Sung, Robert; Sung, Kuangsen published the artcile< Aza-ortho-Quinone Methide and Its Conjugated Acid: Reactivity, Stability and Acidity>, Quality Control of 5344-90-1, the main research area is quinone methide laser flash photolysis kinetics reactivity chem stability; acidity; aza-o-quinone methide; cycloaddition; drug metabolite; reactivity.

Aza-o-quinone methides and their conjugated acids are reactive drug metabolites that might react with nucleophilic sites of DNAs and proteins to cause cancer or immune responses, and their reactivity with water is the key information to judge if these metabolites are harmful in living systems. For the first time, aza-o-quinone methide (1) and its conjugated acid (2) are observed by laser flash photolysis, and their reactivity, stability and acidity in water are determined

ChemPhysChem published new progress about Absorption spectra. 5344-90-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C7H9NO, Quality Control of 5344-90-1.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Mondal, Rajarshi; Herbert, David E. published the artcile< Synthesis of Pyridines, Quinolines, and Pyrimidines via Acceptorless Dehydrogenative Coupling Catalyzed by a Simple Bidentate P^N Ligand Supported Ru Complex>, Related Products of 5344-90-1, the main research area is ruthenium catalyst dehydrogenative coupling multicomponent alc mol structure mechanism; pyridine quinoline pyrimidine preparation aldehyde adduct.

A ruthenium hydrido chloride complex supported by a simple, heteroleptic bidentate PN̂ ligand (I) containing a diarylphosphine and a benzannulated phenanthridine donor arm is reported. In the presence of base, the complex catalyzes multicomponent reactions using alc. precursors to produce structurally diverse mols. including pyridines, quinolines and pyrimidines via acceptorless dehydrogenative coupling pathways. Notably, I does not bear readily (de)protonated Bronsted acidic or basic groups common to transition metal catalysts capable of these sorts of transformations, suggesting metal-ligand cooperativity does not play a significant role in the catalytic reactivity of the complex. A rare example of an η2-aldehyde adduct of ruthenium was isolated and structurally characterized, and its role in acceptorless dehydrogenative coupling reactions is discussed.

Organometallics published new progress about Amino alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 5344-90-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C7H9NO, Related Products of 5344-90-1.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Azizi, Kobra; Akrami, Sedigheh; Madsen, Robert published the artcile< Manganese(III) Porphyrin-Catalyzed Dehydrogenation of Alcohols to form Imines, Tertiary Amines and Quinolines>, Application of C7H9NO, the main research area is manganese porphyrin chloride catalyst dehydrogenative coupling alcs amine; imine synthesis; tertiary amine synthesis; quinoline synthesis; alcohols; dehydrogenation; homogeneous catalysis; manganese; synthetic methods.

Manganese(III) porphyrin chloride complexes have been developed for the first time as catalysts for the acceptorless dehydrogenative coupling of alcs. and amines. The reaction has been applied to the direct synthesis of imines, tertiary amines and quinolines where only hydrogen gas and/or water are formed as the byproduct(s). The mechanism is believed to involve the formation of a manganese(III) alkoxide complex which degrades into the aldehyde and a manganese(III) hydride species. The latter reacts with the alc. to form hydrogen gas and thereby regenerates the alkoxide complex.

Chemistry – A European Journal published new progress about Aliphatic alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 5344-90-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C7H9NO, Application of C7H9NO.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Singh, Vivek Kumar; Donthireddy, S. N. R.; Pandey, Vipin K.; Rit, Arnab published the artcile< RuII-Complexes of heteroditopic chelating NHC ligands: effective catalysts for the β-alkylation of secondary alcohols and the synthesis of 2-alkylaminoquinoline derivatives following the dehydrogenative protocol>, Application In Synthesis of 5344-90-1, the main research area is ruthenium NHC imidazolylidene triazolylidene cymene complex preparation coupling catalyst; coupling primary secondary alc preparation aralkyl alc ruthenium catalyst; quinoline amine preparation cyclization amino alc nitrile ruthenium catalyst.

RuII-Complexes of chelating heteroditopic N-heterocyclic carbene ligands I·BF4 (1a-c; R = 2,4,6-Me3, 4-OMe, 4-CF3) featuring imidazol-2-ylidene (ImNHC) and 1,2,3-triazol-5-ylidene (tzNHC) donors connected via a CH2 spacer, were found to be very effective catalysts for the cross-coupling of secondary alcs. ArCH(OH)Me and primary alcs. RCH2OH with the elimination of H2O, yielding aralkyl alcs. ArCH(OH)CH2CH2R (Ar = substituted Ph, 2-naphthyl, 2-thienyl; R = aryl, hetaryl, C5H11). Diverse β-alkylated secondary alcs. were thus obtained by following this method in excellent yields of up to 95% by employing a very low catalyst 1a loading of 0.01-0.001 mol% along with the inexpensive base KOH. Mechanistically, the present protocol follows the borrowing hydrogen strategy which was established by various control experiments including deuterium labeling experiments and importantly, 1H NMR and ESI-MS analyses validated the participation of a Ru-H species in the catalytic cycle. Remarkably, the present system displayed the highest Ru-based TON of 396 000 for the β-benzylation of 1-phenylethanol with a catalyst loading of 1 ppm (0.0001 mol%). Addnl., diverse 2-alkylaminoquinoline derivatives were synthesized in a one-pot manner from 2-aminobenzyl alc., 2-arylacetonitrile, and various primary alcs.

Organic & Biomolecular Chemistry published new progress about Alkylation. 5344-90-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C7H9NO, Application In Synthesis of 5344-90-1.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Xu, Jing-xiu; Pan, Nan-lian; Chen, Jia-xi; Zhao, Jin-wu published the artcile< Visible-light-mediated oxidative cyclization of 2-aminobenzyl alcohols and secondary alcohols enabled by an organic photocatalyst>, Computed Properties of 5344-90-1, the main research area is photocatalysis photocyclization benzyl alc quinoline.

This paper describes a visible-light-mediated oxidative cyclization of 2-aminobenzyl alcs. and secondary alcs. to produce quinolines at room temperature This photocatalytic method employed anthraquinone as an organic small-mol. catalyst and DMSO as an oxidant. According to this present procedure, a series of quinolines were prepared in satisfactory yields.

Journal of Organic Chemistry published new progress about Aralkyl alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 5344-90-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C7H9NO, Computed Properties of 5344-90-1.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Abdullah, Fuad Othman; Behrouzi, Leila; Kaboudin, Babak published the artcile< A novel synthesis of highly stable palladium nanoparticles and their application in the reduction of nitroaromatic compounds>, Synthetic Route of 5344-90-1, the main research area is aristolochia olivieri extract stabilized palladium nanoparticle catalyst preparation; nitroarom compound palladium catalyst reduction; aromatic amine preparation green chem.

A mild and efficient method for synthesis of highly stable palladium nanoparticles (PdNPs) on Aristolochia Olivieri (AO) extract as a support and reducing agent was described. Investigation of catalytically activity of obtained catalyst (AO@PdNPs) was performed for the reduction of nitroarom. compounds Of note were the functional group tolerance, fast rate, and the ability to apply a scope of nitro compounds (up to 30). The synthesized catalyst was characterized with UV-visible spectra, FE-SEM, EDS, XRD, AAS, FT-IR, and TEM techniques. The corresponding amine product was obtained excellent to high yields. The catalytic activity of AO@PdNPs for the hydrogenation of 4-methyl-2-nitroaniline and 4-methoxy-2-nitroaniline was pursued by UV-visible spectroscopy which presented excellent activity of catalyst.

Materials Research Express published new progress about Aromatic amines Role: SPN (Synthetic Preparation), PREP (Preparation). 5344-90-1 belongs to class alcohols-buliding-blocks, and the molecular formula is C7H9NO, Synthetic Route of 5344-90-1.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts