Mao, Yujian’s team published research in Chemical Science in 2022 | 88088-95-3

Chemical Science published new progress about C-H bond activation. 88088-95-3 belongs to class triazoles, and the molecular formula is C19H13N9, Computed Properties of 88088-95-3.

Mao, Yujian; Jiang, Jing; Yuan, Dandan; Chen, Xiuzhen; Wang, Yanan; Hu, Lihong; Zhang, Yinan published the artcile< Overcoming peri- and ortho-selectivity in C-H methylation of 1-naphthaldehydes by a tunable transient ligand strategy>, Computed Properties of 88088-95-3, the main research area is methyl naphthalene preparation regioselective DFT; naphthaldehyde potassium methyl trifluoroborate methylation palladium transient ligand catalyst.

Me groups widely exist in bioactive mols., and site-specific methylation has become a valuable strategy for their structural functionalization. Aiming to introduce this smallest alkyl handle, a highly regioselective peri- and ortho-C-H methylation of 1-naphthaldehyde by using a transient ligand strategy has been developed. A series of methyl-substituted naphthalene frameworks, e.g., 8-methyl-1-naphthaldehyde have been prepared in moderate to excellent yields. Mechanistic studies demonstrate that peri-methylation is controlled by the higher electronic d. of the peri-position of 1-naphthaldehyde as well as the formation of intermediary 5,6-fused bicyclic palladacycles, whereas exptl. studies and theor. calculations inferred that a 5-membered iridacycle at the ortho-position of 1-naphthaldehyde leads to energetically favorable ortho-methylation via an interconversion between the peri-iridacycle and ortho-iridacycle. Importantly, to demonstrate the synthetic utility of this method, was shown that this strategy can serve as a platform for the synthesis of multi-substituted naphthalene-based bioactive mols. and natural products.

Chemical Science published new progress about C-H bond activation. 88088-95-3 belongs to class triazoles, and the molecular formula is C19H13N9, Computed Properties of 88088-95-3.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Androsov, Dmitry A’s team published research in Journal of Organic Chemistry in 2007-02-16 | 88088-95-3

Journal of Organic Chemistry published new progress about Azoles Role: PEP (Physical, Engineering or Chemical Process), RCT (Reactant), PROC (Process), RACT (Reactant or Reagent). 88088-95-3 belongs to class triazoles, and the molecular formula is C19H13N9, Application of C19H13N9.

Androsov, Dmitry A.; Neckers, Douglas C. published the artcile< Photochemical Study of Tris(benzotriazol-1-yl)methane>, Application of C19H13N9, the main research area is photochem trisbenzotriazolmethane.

Photodecomposition of tris(benzotrizol-1-yl)methane (1) in benzene gives [1-benzotryazol-1-yl-methylidene]biphenyl-2-ylamine (2) resulting from the loss of the benzotriazolyl radical and nitrogen followed by addition of benzene. Elimination of the second benzotriazolyl radical from 2 provides the biphenyl-2-ylmethyleneamine radical, which affords phenantridine (3) after ring closure. In contrast, the photolysis of 1 in methanol gives a high yield of benzotriazole (4).

Journal of Organic Chemistry published new progress about Azoles Role: PEP (Physical, Engineering or Chemical Process), RCT (Reactant), PROC (Process), RACT (Reactant or Reagent). 88088-95-3 belongs to class triazoles, and the molecular formula is C19H13N9, Application of C19H13N9.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Avila, Luis’s team published research in Heterocycles in 1983-09-01 | 88088-95-3

Heterocycles published new progress about Condensation reaction. 88088-95-3 belongs to class triazoles, and the molecular formula is C19H13N9, Formula: C19H13N9.

Avila, Luis; Elguero, Jose; Julia, Sebastian; Del Mazo, Jose M. published the artcile< N-Polyazolylmethanes. IV. Reaction of benzotriazole with methylene chloride and chloroform under phase transfer conditions>, Formula: C19H13N9, the main research area is benzotriazole condensation chloroform dichloromethane; methylenebisbenzotriazole; methylidynetrisbenzotriazole.

Six of 7 possible products of the reaction of benzotriazole (I) with CH2Cl2 and CHCl3 under phase-transfer conditions were isolated and characterized by 1H and 13C NMR and mass spectra. The relative amounts of the products follow an (a + b)n relationship (n = 2, 3), where a and b represent the relative contribution of I tautomeric forms.

Heterocycles published new progress about Condensation reaction. 88088-95-3 belongs to class triazoles, and the molecular formula is C19H13N9, Formula: C19H13N9.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Katritzky, Alan R’s team published research in Tetrahedron Letters in 1997-02-10 | 88088-95-3

Tetrahedron Letters published new progress about Ketones Role: RCT (Reactant), RACT (Reactant or Reagent). 88088-95-3 belongs to class triazoles, and the molecular formula is C19H13N9, Synthetic Route of 88088-95-3.

Katritzky, Alan R.; Wu, Hong; Xie, Linghong published the artcile< Novel Tele nucleophilic aromatic substitutions in α-(benzotriazol-1-yl)alkyl aryl ketones>, Synthetic Route of 88088-95-3, the main research area is nucleophilic aromatic substitution benzotriazolylalkyl aryl ketone; tele nucleophilic aromatic substitution benzotriazolylalkyl ketone.

Reactions of α-(benzotriazol-1-yl)alkyl aryl ketones with alkyllithiums or Grignard reagents afforded para-alkylated products via novel tele nucleophilic aromatic substitutions.

Tetrahedron Letters published new progress about Ketones Role: RCT (Reactant), RACT (Reactant or Reagent). 88088-95-3 belongs to class triazoles, and the molecular formula is C19H13N9, Synthetic Route of 88088-95-3.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Katritzky, Alan R’s team published research in Synthesis in 1990-08-31 | 88088-95-3

Synthesis published new progress about Carboxylic acids Role: SPN (Synthetic Preparation), PREP (Preparation). 88088-95-3 belongs to class triazoles, and the molecular formula is C19H13N9, Formula: C19H13N9.

Katritzky, Alan R.; Yang, Zhijun; Lam, Jamshed N. published the artcile< Tris(benzotriazol-1-yl)methane: a -CO2H synthon for the preparation of carboxylic acid>, Formula: C19H13N9, the main research area is benzotriazolylmethane carboxylic acid synthon; synthon carboxylic acid trisbenzotriazolylmethane; carboxylic acid synthon trisbenzotriazolylmethane.

Lithiation of tris(benzotriazol-1-yl)methane (I) gives the carbanion, which gave substitution products with electrophiles. Acidic hydrolysis of the products gave carboxylic acids in good yields. Thus, lithiated I and PhCH2Br gave a substitution product, which on hydrolysis gave PhCH2CO2H in 92% yield. Several α-functionalized carboxylic acids were prepared by this method.

Synthesis published new progress about Carboxylic acids Role: SPN (Synthetic Preparation), PREP (Preparation). 88088-95-3 belongs to class triazoles, and the molecular formula is C19H13N9, Formula: C19H13N9.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Elguero, J’s team published research in Magnetic Resonance in Chemistry in 1987-03-31 | 88088-95-3

Magnetic Resonance in Chemistry published new progress about NMR (nuclear magnetic resonance). 88088-95-3 belongs to class triazoles, and the molecular formula is C19H13N9, Reference of 88088-95-3.

Elguero, J.; Claramunt, R. M.; Garceran, R.; Julia, S.; Avila, L.; Del Mazo, J. M. published the artcile< Carbon-13 NMR study of polyphenyl-, poly-N-azolyl- and poly-N-benzazoyl-methanes>, Reference of 88088-95-3, the main research area is NMR carbon azolylmethane; methane derivative NMR carbon.

13C NMR chem. shifts of 69 substituted methanes (general formula R1R2R3R4C, where R1, R2, R3, R4 = H, C6H5, Cl, OH, OR, imidazol-1-yl, pyrazol-1-yl, 1,2,4-triazol-1-yl, benzimidazol-1-yl, indazol-1-yl, indazol-2-yl, benzotriazol-1-yl and benzotriazol-2-yl) are reported. The effects of the various N-substituents on the 13C chem. shifts of the heterocyclic nuclei are reported. The chem. shifts of the methane C atom are discussed using an interactive model. Some 1H-13C coupling constants have been measured.

Magnetic Resonance in Chemistry published new progress about NMR (nuclear magnetic resonance). 88088-95-3 belongs to class triazoles, and the molecular formula is C19H13N9, Reference of 88088-95-3.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Julia, Sebastian’s team published research in Organic Preparations and Procedures International in 1984-10-31 | 88088-95-3

Organic Preparations and Procedures International published new progress about Phase-transfer substitution reaction catalysts. 88088-95-3 belongs to class triazoles, and the molecular formula is C19H13N9, Synthetic Route of 88088-95-3.

Julia, Sebastian; Del Mazo, Jose Maria; Avila, Luis; Elguero, Jose published the artcile< Improved synthesis of polyazolylmethanes under solid-liquid phase-transfer catalysis>, Synthetic Route of 88088-95-3, the main research area is polyazolylmethane; pyrazolylmethane; tripyrazolylmethane.

Di(azolyl)methanes, Tri(azolyl)methanes, and tetra(azolyl)methanes were prepared by treating the azole with H2CCl2, HCCl3, or CCl4 in presence of phase transfer catalysts. Thus, 24 mmol pyrazole was treated with 120 mmol K2CO3 and and 1.2 mmol Bu4N+HSO4- in refluxing HCCl3 (25 mL) overnight to give the tripyrazolylmethane I.

Organic Preparations and Procedures International published new progress about Phase-transfer substitution reaction catalysts. 88088-95-3 belongs to class triazoles, and the molecular formula is C19H13N9, Synthetic Route of 88088-95-3.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Kantlehner, W’s team published research in Science of Synthesis in 2005-06-15 | 88088-95-3

Science of Synthesis published new progress about Amides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (ortho-). 88088-95-3 belongs to class triazoles, and the molecular formula is C19H13N9, Application In Synthesis of 88088-95-3.

Kantlehner, W. published the artcile< Ortho amides (alkane-1,1,1-triamines)>, Application In Synthesis of 88088-95-3, the main research area is review ortho amide preparation organic synthesis.

A review of the preparation and synthetic applications of ortho amides.

Science of Synthesis published new progress about Amides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (ortho-). 88088-95-3 belongs to class triazoles, and the molecular formula is C19H13N9, Application In Synthesis of 88088-95-3.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Katritzky, Alan R’s team published research in Tetrahedron Letters in 1996-01-15 | 88088-95-3

Tetrahedron Letters published new progress about Aromatic nitro compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 88088-95-3 belongs to class triazoles, and the molecular formula is C19H13N9, Name: Tris(1H-benzo[d][1,2,3]triazol-1-yl)methane.

Katritzky, Alan R.; Xie, Linghong published the artcile< para-Formylation of nitroarenes via vicarious nucleophilic substitution of hydrogen with tris(benzotriazol-1-yl)methane>, Name: Tris(1H-benzo[d][1,2,3]triazol-1-yl)methane, the main research area is formylation nitroarene nucleophilic substitution; benzotriazolylmethane nitroarene formylation; nitroarylaldehyde preparation.

Reaction of nitrobenzenes RC6H4NO2 (R = H, 2-Ph, 2-NO2, 2-Br, 3-F, 2-Cl) and 1-nitronaphthalene with tris(benzotriazol-1-yl)methyl anion [Bt3C-; Bt = benzotriazol-1-yl] afforded 4-bis(benzotriazol-1-yl)methylated products R-4-(Bt2CH)C6H3NO2, which, upon treatment with ZnBr2 and aqueous HCl, yielded the corresponding 4-nitroarylaldehydes R-4-(CHO)C6H3NO2 in 41-86% yield.

Tetrahedron Letters published new progress about Aromatic nitro compounds Role: RCT (Reactant), RACT (Reactant or Reagent). 88088-95-3 belongs to class triazoles, and the molecular formula is C19H13N9, Name: Tris(1H-benzo[d][1,2,3]triazol-1-yl)methane.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

September 26, 2021 News New downstream synthetic route of 31250-99-4

I hope this article can help some friends in scientific research. I am very proud of our efforts over the past few months and hope to 1-Trityl-1H-1,2,4-triazole help many people in the next few years.

New discoveries in chemical research and development in 2021. The transformation of simple hydrocarbons into more complex and valuable products via catalytic C–H bond functionalisation has revolutionised modern synthetic chemistry. 31250-99-4, name is 1-Trityl-1H-1,2,4-triazole belongs to triazoles compound, it is a common compound, a new synthetic route is introduced below. category: Triazoles

EXAMPLE 4 This Example illustrates the preparation of 1-trityl-5-iodo-1,2,4-triazole. A stirred solution of 1-trityl-1,2,4-triazole (9.95 g, prepared as described in Example 1) and N,N,N’,N’-tetramethylethylenediamine (3.71 g) in dry tetrahydrofuran (200 ml) was cooled to -70 C. under nitrogen and treated dropwise with n-butyllithium (22.0 ml, 1.6M solution in hexane). The solution was stirred for ten minutes, then treated rapidly with a solution of iodine (10.0 g) in dry tetrahydrofuran (40 ml). After a further one minute, the mixture was quenched at -50 C. with 0.1M sodium thiosulphate (100 ml) and portioned between dichloromethane and water. The organic layer was washed with water, dried over magnesium sulphate, evaporated under reduced pressure and the residue chromatographed on silica, using dichloromethane-ether (25:2) as eluant to give the title compound (11.73 g, m.p. 248-250 C.). NMR (CDCl3): delta7.1-7.3 (15H,m), 8.0(1H,s). 13 C NMR confirmed position of substitution. M/S: M+ 437

I hope this article can help some friends in scientific research. I am very proud of our efforts over the past few months and hope to 1-Trityl-1H-1,2,4-triazole help many people in the next few years.

Reference:
Patent; Zeneca Limited; US5393732; (1995); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics