13178-00-2

Upstream product

• 766-96-1 4-bromo-1-ethynylbenzene 
• 591-50-4 iodobenzene 
• 128256-28-0 C₁₄H₁₂Br₂N₂O₂S 
• 538-51-2 benzylidene phenylamine 
• 99-90-1 para-bromoacetophenone 
• 75230-51-2 4-bromoacetophenone tosylhydrazone 
• 62-53-3 aniline 
• 4209-02-3 1-(4-bromophenyl)-2-chloroethan-1-one 
• 27200-79-9 p-bromophenylacetaldehyde 
• 622-37-7 Phenyl azide 

Relevant academic research and scientific papers

Novel Cu(0)-Fe3O4@SiO2/NH2cel as an Efficient and Sustainable Magnetic Catalyst for the Synthesis of 1,4-Disubstituted-1,2,3-triazoles and 2-Substituted-Benzothiazoles via One-Pot Strategy in Aqueous Media

A novel, air stable, water dispersible and efficient magnetic catalyst based on copper nanoparticles onto ethylene diamine functionalized inorganic/organic composite [Cu(0)-Fe3O4@SiO2/NH2cel] has been prepared. Functionalization of inorganic/organic composite by ethylene diamine imparts desirable chemical functionality and enables the generation of active sites for the immobilization of Cu(0) nanoparticles. The novel catalyst system has been well characterized by various techniques like FTIR, TGA, XRD, SEM, HRTEM, EDX, ICP-AES, UV-Vis and VSM. Further, Cu(0)-Fe3O4@SiO2/NH2cel opens up a new avenue to introduce a very useful and efficient catalytic system for the one-pot synthesis of 1,4-disubstituted-1,2,3-triazoles via 1,3-dipolar cycloaddition of terminal acetylenes to azides, generated in situ from anilines in water at room temperature, and one-pot three component reaction of 2-iodoaniline, aldehyde and thiourea as sulphur source for the synthesis of 2-substituted-benzothiazole derivatives in water. The novel heterogeneous magnetic catalyst offers recyclability without significant deterioration in catalytic activity and can be easily recovered using an external magnet, thus making it eco-friendly and economical to perform the desired transformations.

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.

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.

One-pot synthesis synthesis of 1,4-di-substituted triazole compound method

The invention discloses a method for synthesizing 1,4-disubstituted triazole compounds by a molecular-iodine-promoted one-pot process, which comprises the following steps: adding molecular iodine, aromatic ketone, aromatic amine and p-methyl benzenesulfon

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

Aerobic Oxidative Cycloaddition of α-Chlorotosylhydrazones with Arylamines: General Chemoselective Construction of 1,4-Disubstituted and 1,5-Disubstituted 1,2,3-Triazoles under Metal-Free and Azide-Free Conditions

A novel synthetic approach toward 1,4-disubstituted 1,2,3-triazoles and 1,5-disubstituted 1,2,3-triazoles by aerobic oxidative cycloaddition of α-chlorotosylhydrazone with primary aryl amine has been developed. Significantly, the reaction proceeds smoothl

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

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

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

Efficient one-pot synthesis of 1-aryl 1,2,3-triazoles from aryl halides and terminal alkynes in the presence of sodium azide

An efficient one-pot synthesis of 1-aryl 1,2,3-triazoles from aryl bromides/iodides and terminal alkynes in the presence of sodium azide is described. In the case of aryl iodides, the reactions proceeded at room temperature. The reactions normally gave hi