31875-99-7

Upstream product

• 1151546-49-4 1-bromo-2-(diphenylphosphinoyl)ethyne 
• 622-79-7 benzyl azide 
• 111409-79-1 1-bromo-2-(triisopropylsilyl)acetylene 
• 103020-98-0 α-bromoethenesulfonic acid fluoride 

Downstream Products

• 116932-68-4 3-benzyl-5-bromotriazole-1-oxide 
• 28862-12-6 1-benzyl-1H-[1,2,3]triazol-4-carboxylic acid 
• 116932-67-3 3-benzyl-5-chlorotriazole-1-oxide 
• 116932-86-6 3-benzyl-5-hydroxy-1,2,3-triazole-1-oxide 
• 116932-59-3 3-benzyltriazole-1-oxide 

Relevant academic research and scientific papers

On-Water Selectivity Switch in Microdroplets in the 1,2,3-Triazole Synthesis from Bromoethenesulfonyl Fluoride

Water profoundly affects many organic reactions by accelerating them or changing their selectivity. Performing reactions on-water offers an intriguing opportunity to influence chemical reactivity. A nebulizer plume is an efficient way of generating microdroplets-the uniquely complex reaction environment which opens alternative possibilities that are not readily accessible in bulk emulsions. We describe the on-water switch of chemoselectivity in the formation of triazoles controlled by the on-water environment in dual spray. These conditions facilitate elimination of H-SO2F from the triazoline intermediate, whereas the reaction in organic solvents results in the exclusive HBr elimination. The influence of two-phase conditions was investigated to obtain the best reaction efficiency, and the crucial importance of the water/organic interface interactions was verified by pH variation and D2O use.

Process-Controlled Regiodivergent Copper-Catalyzed Azide-Alkyne Cycloadditions: Tailor-made Syntheses of 4- And 5-Bromotriazoles from Bromo(phosphoryl)ethyne

We developed a regiodivergent syntheses of 4- and 5-bromo-substituted 1,2,3-triazoles in copper-catalyzed azide-alkyne cycloadditions (CuAACs) by taking advantage of bromo(phosphoryl)ethyne 1 as a bromoethyne equivalent. A one-shot dephosphorylative CuAAC

Preparation method of 1-subtituted-1H-1,2,3-triazole-4-carboxylic acid

The invention provides a preparation method of 1-subtituted-1H-1,2,3-triazole-4-carboxylic acid. The preparation method includes the following steps: 1-substituted-4,5-dibromo-1H-1,2,3-triazole is added to an isopropylmagnesium chloride, such that 1-substituted-4-bromo-1H-1,2,3-triazole is obtained through a reaction; an isopropylmagnesium chloride-lithium chloride complex is added directly, such that a mixture of 1-substituted-1H-1,2,3-triazole-4-carboxylic acid and 1-substituted-4-bromo-1H-1,2,3-triazole-5-carboxylic acid is obtained; a base and iodomethane are added to the mixture, such that methyl 1-substituted-4-bromo-1H-1,2,3-triazole-5-carboxylare is obtained through a reaction; the aqueous layer is adjusted with hydrochloric acid until a pH value is 1-5; extraction is carried out with an organic solvent, and drying and concentration crystallization are carried out, such that 1-substituted-1H-1,2,3-triazole-4-carboxylic acid is obtained. The method is suitable for industrial production, and has a great application value.