116373-83-2

Upstream product

• 98-86-2 acetophenone 
• 106-40-1 4-bromo-aniline 
• 536-74-3 phenylacetylene 
• 5467-74-3 4-Bromophenylboronic acid 
• 2101-88-4 1-azido-4-bromobenzene 
• 637-44-5 phenylpropyolic acid 
• 532-27-4 1-chloroacetophenone 
• 71094-28-5 N′-(2-chloro-1-phenylethylidene)-4-methylbenzenesulfonohydrazide 
• 4545-21-5 acetophenone p-toluenesulfonylhydrazone 
• 589-87-7 1,4-bromoiodobenzene 

Relevant academic research and scientific papers

Microwave-assisted click chemistry synthesis of 1,2,3-triazoles from aryldiazonium silica sulfates in water

A microwave-assisted click chemistry synthesis of 1,4-disubstituted 1,2,3-triazoles is studied by in situ generation of aryl azides via the reaction of aryldiazonium silica sulfates and sodium azide, followed by coupling with a terminal alkyne in the presence of copper catalyst. These reactions are carried out in water under mild and heterogeneous conditions without using any additional ligands.

Synthesis, characterization and cytotoxicity studies of 1,2,3-triazoles and 1,2,4-triazolo [1,5-a] pyrimidines in human breast cancer cells

Vascular endothelial growth factor (VEGF) and its receptor (VEGFR) is essential for physiological functions of tissues and neovasculature. VEGFR signaling is associated with the progression of pathological angiogenesis in various types of malignancies, making it an attractive therapeutic target in cancer treatment. In the present work, we report the synthesis of 1,4-disubstituted 1,2,3-triazoles and 1,2,4-triazolo[1, 5-a]pyrimidine derivatives via copper (I)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction and screened for their anticancer activity against MCF7 cells. We identified 1-(2′-ethoxy-4′-fluoro-[1,1′-biphenyl]-4-yl)-4-phenyl-1H-1,2,3-triazole (EFT) as lead cytotoxic agent against MCF7 cell lines with an IC50 value of 1.69 μM. Further evaluation revealed that EFT induces cytotoxicity on Ishikawa, MDA-MB-231 and BT474 cells with IC50 values of 1.97, 4.81 and 4.08 μM respectively. However, EFT did not induce cytotoxicity in normal lung epithelial (BEAS-2B) cells. Previous reports suggested that 1,2,3-triazoles are the inhibitors of VEGFR1 and therefore, we evaluated the effect of EFT on the expression of VEGFR1. The results demonstrated that EFT downregulates the expression of VEGFR1 in MCF7 cells. In summary, we identified a potent cytotoxic agent that imparts its antiproliferative activity by targeting VEGFR1 in breast cancer cells. The novel compound could serve as a lead structure in developing VEGFR1 inhibitors.

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

Synthesis of copper containing polyaniline composites through interfacial polymerisation: An effective catalyst for Click reaction at room temperature

Polyaniline (PANI) supported Cu (Cu/PANI) catalyst served as an efficient heterogeneous catalyst for the regioselective synthesis of 1,4-disubstituted-1H-1,2,3-triazoles via click chemistry approach. Herein, we have illustrated the development of two copp

Silica immobilized copper N-heterocyclic carbene: An effective route to 1,2,3-triazoles via azide-alkyne cycloaddition and multicomponent click reaction

A new silica supported copper N-heterocyclic carbene (Cu-NHC@SiO2) complex is prepared and characterized by scanning electron microscopy (SEM), energy dispersive X-ray spectroscopy (EDX) and X-ray photoelectron spectroscopy (XPS) analyses. This complex is an efficient and easily retrievable catalyst for 1,2,3-triazole synthesis through direct azide-alkyne cycloaddition reaction as well as one-pot reaction using arylboronic acids. This catalytic system is also suitable for synthesis of 4-aryl-NH-1,2,3-triazoles from diverse benzaldehydes. Further, the catalyst can efficiently be recycled up to fifth cycle for all the three methods of 1,2,3-triazole synthesis through direct azide-alkyne cycloaddition and multi-component reactions.

Catalytic performance of Cu(II)-supported graphene quantum dots modified NiFe2O4 as a proficient nano-catalyst in the synthesis of 1,2,3-triazoles

Abstract: NiFe2O4 nanoparticles are modified by graphene quantum dots (GQDs) and utilized to stabilize the Cu(II) nanoparticles as a novel magnetically retrievable catalytic system (Cu(II)/GQDs/NiFe2O4) for gree

A ferrocene functionalized Schiff base containing Cu(ii) complex: Synthesis, characterization and parts-per-million level catalysis for azide alkyne cycloaddition

Atom economy is one of the major factors in developing catalysis chemistry. Using the minimum amount of catalyst to obtain the maximum product yield is of the utmost priority in catalysis, which drives us to use parts-per-million (ppm) levels of catalyst

Copper-catalyzed decarboxylation/cycloaddition cascade of alkynyl carboxylic acids with azide

A copper-catalyzed decarboxylation/cycloaddition cascade of alkynyl carboxylic acids with azide has been developed. This reaction exhibits good functional group tolerance and wide substrate scope, provides an efficient way to construct 1,4-disubstituted 1

Cu nanoparticles immobilized on modified magnetic zeolite for the synthesis of 1,2,3-triazoles under ultrasonic conditions

Magnetically recoverable copper nanoparticle-loaded natural zeolite (CuNPs/MZN) as an efficient catalyst was synthesized. The Fe3O4 magnetic nanoparticles were immobilized into the pores of natural clinoptilolite zeolite, which were

Synthesis, characterization, and investigation of catalytic activity of copper(II) porphyrin graphene oxide for azide–alkyne cycloaddition

Abstract: A covalently cross-linked graphene oxide (GO) catalyst was prepared by a cross-linking process using nucleophilic reaction of copper(II)‐coordinated 5,10,15,20-tetrakis(aminophenyl)porphyrin (CuPPh) with carboxyl groups at the edges of GO (GO–CuPPh). The structure of the catalyst was characterized using different techniques such as Fourier-transform infrared (FT-IR) spectroscopy, scanning electron microscopy (SEM), transmission electron microscopy (TEM), energy-dispersive x-ray spectroscopy (EDS), thermogravimetric analysis (TGA), and inductively coupled plasma (ICP) spectroscopy. All analyses confirmed successful covalent immobilization of CuPPh on GO. The activity of the catalyst was then studied for synthesis of 1,4-disubstituted 1,2,3-triazoles derivatives by reaction of various aryl azides and different terminal alkynes in mild reaction condition with good to excellent yield. Graphical abstract: [Figure not available: see fulltext.].