Category: 1414773-56-0

An Acidity Scale of Triazolium-Based NHC Precursors in DMSO was written by Li, Zhen;Li, Xin;Cheng, Jin-Pei. And the article was included in Journal of Organic Chemistry in 2017.SDS of cas: 1414773-56-0 The following contents are mentioned in the article:

An acidity scale of triazolium-based N-heterocyclic carbene precursors was established by measuring 25 compounds’ (10a-15b) equilibrium acidities in DMSO solution using overlapping indicator method. The pK_a values ranged from 12.08 to 15.5, responding not only to the N-aryl motif, but also to the core structure. Excellent correlation was observed between the pK_a values and the Hammett substituent constants (σ_p). This study involved multiple reactions and reactants, such as 2-Phenyl-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (cas: 1414773-56-0SDS of cas: 1414773-56-0).

2-Phenyl-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (cas: 1414773-56-0) belongs to triazole derivatives. Triazoles are important five-member nitrogen heterocycles involved in a wide range of industrial applications such as agrochemicals, corrosion inhibitors, dyes, optical brighteners, as well as biologically active agents. 1,2,3-Triazoles are usually prepared following (3+2) cycloaddition protocols. A common technique for unsubstituted triazoles is the Huisgen azide-alkyne 1,3-dipolar cycloaddition: a azide and an alkyne react at high temperature to form a ring. However, the Huisgen strategy produces a mixture of isomers (typically 1,4- and 1,5-disubstituted) when used to produce substituted triazoles.SDS of cas: 1414773-56-0

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

Proton Transfer Reactions of Triazol-3-ylidenes: Kinetic Acidities and Carbon Acid pK_a Values for Twenty Triazolium Salts in Aqueous Solution was written by Massey, Richard S.;Collett, Christopher J.;Lindsay, Anita G.;Smith, Andrew D.;O’Donoghue, AnnMarie C.. And the article was included in Journal of the American Chemical Society in 2012.Electric Literature of C11H12BF4N3O The following contents are mentioned in the article:

Second-order rate constants have been determined for deuteroxide ion-catalyzed exchange of the C(3)-proton for deuterium, k_DO (M^-1 s^-1), of a series of 20 triazolium salts in aqueous solution at 25 °C and ionic strength I = 1.0 (KCl). Evidence is presented that the rate constant for the reverse protonation of the triazol-3-ylidenes by solvent water is close to that for dielec. relaxation of solvent (10¹¹ s^-1). These data enabled the calculation of carbon acid pK_a values in the range 16.5-18.5 for the 20 triazolium salts. PD rate profiles for deuterium exchange of the triazolium salts reveal that protonation at nitrogen to give dicationic triazolium species occurs under acidic conditions, with estimates of pK_a^N1 = -0.2 to 0.5. This study involved multiple reactions and reactants, such as 2-Phenyl-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (cas: 1414773-56-0Electric Literature of C11H12BF4N3O).

2-Phenyl-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (cas: 1414773-56-0) belongs to triazole derivatives. However, triazoles are also useful in bioorthogonal chemistry, because the large number of nitrogen atoms causes triazoles to react similar to azides. Triazole growth retardants such as uniconazole and paclobutrazol have been known to inhibit the biosynthesis of gibberellins by blocking kaurene oxidase, an P450 enzymeElectric Literature of C11H12BF4N3O

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

Enantioselective Nucleophilic β-Carbon-Atom Amination of Enals: Carbene-Catalyzed Formal [3+2] Reactions was written by Wu, Xingxing;Liu, Bin;Zhang, Yuexia;Jeret, Martin;Wang, Honglin;Zheng, Pengcheng;Yang, Song;Song, Bao-An;Chi, Yonggui Robin. And the article was included in Angewandte Chemie, International Edition in 2016.Category: triazoles The following contents are mentioned in the article:

An enantioselective β-carbon amination for enals is disclosed. The nitrogen atom from a protected hydrazine with suitable electronic properties readily behaves as a nucleophile. Addition of the nitrogen nucleophile to a catalytically generated N-heterocyclic-carbene-bound α,β-unsaturated acyl azolium intermediate constructs a new carbon-nitrogen bond asym. The pyrazolidinone products, e.g., I, from our catalytic reactions are common scaffolds in bioactive mols., and can be easily transformed into useful compounds such as β³-amino-acid derivatives This study involved multiple reactions and reactants, such as 2-Phenyl-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (cas: 1414773-56-0Category: triazoles).

2-Phenyl-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (cas: 1414773-56-0) belongs to triazole derivatives. Triazoles are important five-member nitrogen heterocycles involved in a wide range of industrial applications such as agrochemicals, corrosion inhibitors, dyes, optical brighteners, as well as biologically active agents. Both the triazoles and their derivatives have significant biological properties including antimicrobial, antiviral, antitubercular, anticancer, anticonvulsant, analgesic, antioxidant, anti-inflammatory, and antidepressant activities.Category: triazoles

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

Mechanistic insights into the triazolylidene-catalysed Stetter and benzoin reactions: role of the N-aryl substituent was written by Collett, Christopher J.;Massey, Richard S.;Maguire, Oliver R.;Batsanov, Andrei S.;O’Donoghue, AnnMarie C.;Smith, Andrew D.. And the article was included in Chemical Science in 2013.SDS of cas: 1414773-56-0 The following contents are mentioned in the article:

The in situ observation, isolation and reversible formation of intermediate 3-(hydroxybenzyl)azolium salts derived from NHC addition to a range of substituted benzaldehydes is probed. Equilibrium constants for the formation of these 3-(hydroxybenzyl)azolium salts, as well as rate constants of hydrogen-deuterium exchange (k_ex) at C(α) of these intermediates for a range of N-aryl triazolinylidenes is reported. These combined studies give insight into the preference of N-pentafluorophenyl NHCs to participate in benzoin and Stetter reaction processes. This study involved multiple reactions and reactants, such as 2-Phenyl-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (cas: 1414773-56-0SDS of cas: 1414773-56-0).

2-Phenyl-5,6-dihydro-8H-[1,2,4]triazolo[3,4-c][1,4]oxazin-2-ium tetrafluoroborate (cas: 1414773-56-0) belongs to triazole derivatives. However, triazoles are also useful in bioorthogonal chemistry, because the large number of nitrogen atoms causes triazoles to react similar to azides. Many triazoles have antifungal effects: the triazole antifungal drugs include fluconazole, isavuconazole, itraconazole, voriconazole, pramiconazole, ravuconazole, and posaconazole and triazole plant-protection fungicides include epoxiconazole, triadimenol, myclobutanil, propiconazole, prothioconazole, metconazole, cyproconazole, tebuconazole, flusilazole and paclobutrazol.SDS of cas: 1414773-56-0

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