20320-16-5

Upstream product

• 110-00-9 furan 
• 3296-05-7 1-azido-4-chlorobenzene 
• 88-12-0 1-ethenyl-2-pyrrolidinone 
• 3195-78-6 N-vinyl-N-methylacetamide 
• 74-86-2 acetylene 
• 1066-54-2 trimethylsilylacetylene 
• 106-47-8 4-chloro-aniline 
• 1679-18-1 4-Chlorophenylboronic acid 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 288-36-8 1,2,3-triazole 
• 108-90-7 chlorobenzene 
• 113934-32-0 1-(4-chlorophenyl)-1H-1,2,3-triazol-4-yl carboxylic acid 
• 133902-66-6 1‐(4‐chlorophenyl)‐1H‐1,2,3‐triazole‐4‐yl‐methanol 
• 107-07-3 2-chloro-ethanol 

Relevant academic research and scientific papers

Cycloaddition Reactions of in situ Generated C2D2 in Dioxane: Efficient Synthetic Approach to D2-Labeled Nitrogen Heterocycles

In this work, an universal synthetic approach for the synthesis of D2-labeled nitrogen heterocycles based on cycloaddition reactions of in situ generated dideuteroacetylene is reported. A key feature of this method is the use of 1,4-dioxane as

5-Phenyl-1,3,4-oxadiazol-2(3 H)-ones Are Potent Inhibitors of Notum Carboxylesterase Activity Identified by the Optimization of a Crystallographic Fragment Screening Hit

Carboxylesterase Notum is a negative regulator of the Wnt signaling pathway. There is an emerging understanding of the role Notum plays in disease, supporting the need to discover new small-molecule inhibitors. A crystallographic X-ray fragment screen was performed, which identified fragment hit 1,2,3-Triazole 7 as an attractive starting point for a structure-based drug design hit-To-lead program. Optimization of 7 identified oxadiazol-2-one 23dd as a preferred example with properties consistent with drug-like chemical space. Screening 23dd in a cell-based TCF/LEF reporter gene assay restored the activation of Wnt signaling in the presence of Notum. Mouse pharmacokinetic studies with oral administration of 23dd demonstrated good plasma exposure and partial blood-brain barrier penetration. Significant progress was made in developing fragment hit 7 into lead 23dd (>600-fold increase in activity), making it suitable as a new chemical tool for exploring the role of Notum-mediated regulation of Wnt signaling.

Microwave-assisted one-pot quick synthesis of 1-monosubstituted 1,2,3-triazoles from arylboronic acids, sodium azide and 3-butyn-2-ols

Abstract: Microwave-assisted one-pot quick synthesis to 1-monosubstituted 1,2,3-triazoles was achieved with good to excellent yields using the widely available arylboronic acids, sodium azide and 3-butyn-2-ols within 15 min. This method features high effi

An azide and acetylene free synthesis of 1-substituted 1,2,3-triazoles

This paper details a simple and efficient 3-component synthesis of 1-substituted 1,2,3-triazoles using a primary amine, 2,2-dimethoxyacetaldehyde and tosylhydrazide. The reaction proceeds in good to excellent yields using either aliphatic or aromatic amine substrates and is tolerant of a wide range of functional groups including electron-rich and deficient aryl groups, terminal alkynes, ketones and highly sterically encumbered amines.

Electrophotocatalysis with a Trisaminocyclopropenium Radical Dication

Visible-light photocatalysis and electrocatalysis are two powerful strategies for the promotion of chemical reactions. Here, these two modalities are combined in an electrophotocatalytic oxidation platform. This chemistry employs a trisaminocyclopropenium (TAC) ion catalyst, which is electrochemically oxidized to form a cyclopropenium radical dication intermediate. The radical dication undergoes photoexcitation with visible light to produce an excited-state species with oxidizing power (3.33 V vs. SCE) sufficient to oxidize benzene and halogenated benzenes via single-electron transfer (SET), resulting in C?H/N?H coupling with azoles. A rationale for the strongly oxidizing behavior of the photoexcited species is provided, while the stability of the catalyst is rationalized by a particular conformation of the cis-2,6-dimethylpiperidine moieties.

One-Pot Synthesis of 1-Monosubstituted 1,2,3-Triazoles from Propargyl Alcohol

A one-pot synthesis of 1-monosubstituted-1,2,3-triazoles from propargyl alcohol and various aryl azides was achieved. This simple method provides concise and efficient access to various 1-monosubstituted 1,2,3-triazole derivatives through a three-step one

One-pot synthesis of 1-monosubstituted-1, 2, 3-triazoles from 2-methyl-3-butyn-2-ol

An efficient method for the synthesis of 1-monosubstituted-1, 2, 3-triazoles from 2-methyl-3-butyn-2-ol under copper catalyst conditions has been developed through a one-step one-pot sequence. This method provides a concise and efficient pathway to synthesize 1-monosubstituted-1, 2, 3-triazole derivatives in good to excellent yields.

Green synthesis of 1-monosubstituted 1,2,3-triazoles via 'click chemistry' in water

The copper-catalyzed click reaction of organic azides with acetylene gas to give 1,2,3-triazoles using water as solvent was studied. The best yields are obtained in the presence of 10 mol% of CuI and 20 mol% of Et3N. Several 1-substituted triaz

Preparation of polystyrene-supported vinyl sulfone and its application in the solid-phase organic synthesis of 1-monosubstituted 1,2,3-triazoles

A polystyrene-supported vinyl sulfone reagent was prepared and used for the solid-phase organic synthesis of 1-monosubstituted 1,2,3-triazoles via a 1,3-dipolar cycloaddition reaction with azides and subsequent cleavage from the polymer support through an elimination reaction in the presence of potassium tert-butoxide. The advantages of this method include straightforward operation, good yield and high purity of the crude products.

Facile and quick synthesis of 1-monosubstituted aryl 1,2,3-triazoles: A copper-free [3+2] cycloaddition

An efficient copper-free synthesis of 1-monosubstituted aryl 1,2,3-triazoles from sodium acetylide and aryl azides was developed, which was found suitable for various aryl azides and completed within 15 min at room temperature with moderate to excellent y