13148-81-7

Upstream product

• 128256-29-1 C₁₄H₁₂BrClN₂O₂S 
• 538-51-2 benzylidene phenylamine 
• 99-91-2 para-chloroacetophenone 
• 62-53-3 aniline 
• 873-73-4 4-n-chlorophenylacetylene 
• 4251-65-4 (4-chlorophenyl)acetaldehyde 
• 622-37-7 Phenyl azide 
• 75230-50-1 p-chloroacetophenone tosylhydrazone 

Relevant academic research and scientific papers

Iodine-mediated C-N and N-N bond formation: A facile one-pot synthetic approach to 1,2,3-triazoles under metal-free and azide-free conditions

A novel strategy towards the synthesis of 1,4-disubstituted 1,2,3-triazoles via C-N and N-N bond formation has been demonstrated under transition metal-free and azide-free conditions. These 1,2,3-triazoles were obtained in a regioselective manner from commercially available anilines, aryl alkenes/aryl alkynes and N-tosylhydrazines using I2 under O2 atmosphere. Broad substrate scope, milder reaction conditions, good to moderate yields and clean protocol are the notable features of the method. Moreover, this protocol is amenable for the generation of a library of medicinally important key building blocks.

Method for preparing 1,2,3-triazole compound by heterogeneous copper catalysis in one pot

The invention relates to a method for preparing a 1-aryl-4-substituted-1,2,3-triazole compound shown as a formula (II). The method comprises the following steps: mixing arylboronic acid (1), NaN3, a heterogeneous copper catalyst and solvent water, performing a stirring reaction at 25-60 DEG C for 4-8 hours, performing TLC (thin-layer chromatography) monitoring till the arylboronic acid (1) is completely converted, replacing air in the reaction system by using N2, adding a terminal alkyne (2), performing a reaction at 40-80 DEG C for 6-10 hours under the protection of N2, and performing post-treatment on the reaction solution to obtain a product (II). By adopting the preparation method, Cu-coated SBA-15-PTAA is used as a catalyst, a series of 1-aryl-4-substituted-1,2,3-triazole compounds are prepared through a one-pot Chan-Lam/Click series method without additionally adding a reducing agent, the developed catalytic method is green, safe and economical, the amount of three wastes (wastegas, waste water and industrial residue) is small, the yield of a target product is high, and the substrate application range is wide.

A supercritical carbon dioxide in the synthesis of 1, 2, 3 - triazole class is the compound of the method

The invention discloses a method for synthesizing a 1,2,3-triazole compound in supercritical carbon dioxide and belongs to the technical field of synthesis of 1,2,3-triazole compounds. The key point of the technical scheme of the invention is as follows:

A two-step continuous flow synthesis of 1,4-disubstituted 1,2,3-triazoles under metal- and azide-free conditions

A green, general and efficient I2/TBHP mediated synthetic method toward 1,4-disubstituted 1,2,3-triazoles via the reactions of acetophenones, tosylhydrazine and anilines within 35 min in a two-step continuous flow system has been developed. The

Novel 1,4-substituted-1,2,3-triazoles as antitubercular agents

Tuberculosis (TB) remains a pressing unmet medical need, particularly with the emergence of multidrug-resistant and extensively drug-resistant tuberculosis. Here, a series of 1,4-substituted-1,2,3-triazoles have been synthesized and evaluated as potential antitubercular agents. These compounds were assembled via click chemistry in high crude purity and in moderate to high yield. Of the compounds tested, 12 compounds showed promising antitubercular activity with six possessing minimum inhibitory concentration (MIC) values -1, and total selectivity for Mycobacterium tuberculosis (Mtb) growth inhibition. A second set of 21 compounds bearing variations on ring C were synthesized and evaluated. This second library gave an additional six compounds displaying MIC values ≤10 μg mL-1 and total selectivity for Mtb growth inhibition. These compounds serve as an excellent starting point for further development of antitubercular therapies.

Metal-free C-N- and N-N-bond formation: Synthesis of 1,2,3-triazoles from ketones, N-tosylhydrazines, and amines in one pot

A novel synthetic approach toward 1,4-disubstitut-ed 1,2,3-triazoles by C-N- and N-N-bond formation has been established under transition-metal-free conditions. Complete control of the regioselectivity was successfully achieved. Commercially available ani

An organocatalytic azide-aldehyde [3+2] cycloaddition: High-yielding regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles

An organocatalytic azide-aldehyde [3+2] cycloaddition (organo-click) reaction of a variety of enolizable aldehydes is reported. The organo-click reaction is characterized by a high rate and regioselectivity, mild reaction conditions, easily available subs

Copper-mediated synthesis of 1,2,3-triazoles from N-tosylhydrazones and anilines

NNNifty targets: In a straightforward copper-mediated synthesis of 1,4-disubstituted and 1,4,5-trisubstituted 1,2,3-triazoles, readily available aniline and N-tosylhydrazone substrates underwent cyclization through Ci￡N and Ni￡N bond formation (see scheme

Reaction of aryl bromomethyl ketone phenylsulfonylhydrazones with benzylideneaniline

6-Aryl-3,4-diphenyl-2-phenylsulfonyl-2,3,4,5-tetrahydro-1,2,4-triazines and 4-aryl-1-pnenyl-1,2,3-triazoles were obtained in moderate yields by the reaction of aryl bromomethyl ketone phenylsulfonylhydrazones with benzylideneaniline.