20320-20-1

Upstream product

• 6819-41-6 sodium n-propoxide 
• 622-37-7 Phenyl azide 
• 463-49-0 1,2-propanediene 
• 513-88-2 1,1-Dichloroacetone 
• 62-53-3 aniline 
• 123-38-6 propionaldehyde 
• 6342-56-9 Pyruvic aldehyde dimethyl acetal 
• 56020-04-3 N'-(1,1-dimethoxypropan-2-ylidene)-4-methylbenzenesulfonohydrazide 
• 91257-99-7 N′-(2,2-dichloro-1-methylethylidene)-4-methylbenzenesulfonohydrazide 
• 591-50-4 iodobenzene 
• 590-93-2 2-Butynoic acid 
• 27675-36-1 1-nitropropene 
• 4749-28-4 2-nitropropene 

Downstream Products

• 116932-65-1 4-Methyl-1-phenyl-1H-1,2,3-triazole 3-oxide 

Relevant academic research and scientific papers

One-Pot, Metal- And Azide-Free Synthesis of 1,2,3-Triazoles from α-Ketoacetals and Amines

An efficient one-pot two-step synthesis of 1,4-disubstituted 1,2,3-triazoles from α-ketoacetals and amines is presented. The method does not use metals, azides, or oxidants, and is compatible with a variety of functional groups, including heterocycles, esters, nitriles, and carbamates.

A Scalable Metal-, Azide-, and Halogen-Free Method for the Preparation of Triazoles

A scalable metal-, azide-, and halogen-free method for the synthesis of substituted 1,2,3-triazoles has been developed. The reaction proceeds through a 3-component coupling of α-ketoacetals, tosyl hydrazide, and a primary amine. The reaction shows outstanding functional-group tolerance with respect to both the α-ketoacetal and amine coupling partners, providing access to 4-, 1,4-, 1,5-, and 1,4,5-substituted triazoles in excellent yield. This robust method results in densely functionalised 1,2,3-triazoles that remain challenging to prepare by azide–alkyne cycloaddition (AAC, CuAAC, RuAAC) methods and can be scaled in either batch or flow reactors. Methods for the chemoselective reaction of either aliphatic amines or anilines are also described, revealing some of the potential of this novel and highly versatile transformation.

Ruthenium(II) Bipyridyl Complexes with C∧C? Cyclometalated Mesoionic Carbene Ligands

The synthesis of four 2,2′-bipyridyl ruthenium(II) complexes with cyclometalating mesoionic 1,2,3-triazolylidene ligands via their respective p-cymene ruthenium(II) precursors is presented. Solid-state structures confirm the formation of the proposed comp

A facile one-pot metal-free synthesis of 1,4-disubstituted 1,2,3-triazoles

Abstract A 1,3-dipolar cycloaddition reaction of commercially available aldehydes with azides and secondary amines through a one-pot strategy has been developed. This method furnishes 1,4-disubstituted 1,2,3-triazoles in good to excellent yields and high

Traceless tosylhydrazone-based triazole formation: A metal-free alternative to strain-promoted azide-alkyne cycloaddition

Triple-T trick! Traceless tosylhydrazone-based triazole formation is readily achieved by reacting primary amines with functional α,α- dichlorotosylhydrozones under ambient conditions. This fast and efficient alternative affords exclusively 1,4-substituted triazole "click products" with complete retention of configuration. Primary amines, inherent to many natural products, can be modified in this way without protecting group manipulations. Copyright

Tandem catalysis: From alkynoic acids and aryl iodides to 1,2,3-triazoles in one pot

A tandem catalysis protocol based on decarboxylative coupling of alkynoic acids and 1,3-dipolar cycloaddition of azides enables a highly efficient synthesis of a variety of functionalized 1,2,3-triazoles. The three-step, one-pot method avoids usage of gas

Regiospecific solid-phase synthesis of substituted 1,2,3-triazoles

A traceless and regiospecific solid-phase synthesis of substituted 1,2,3-triazoles is developed using polystyrene-sulfonyl hydrazide resin. The chemistry is applicable to combinatorial library synthesis.

CYCLOADDITION DES METHYLAZIDE ET PHENYLAZIDE AU β-NITROSTYRENE ET AU NITROPROPENE HOMOLOGUE

Phenylazide and methylazide reacts with title olefines and gives two isomeric triazoles without nitro group, and 4-nitro-1,2,3 triazole.The isomerisation of starting alkenes explains the formation of isomeric triazoles.Oxydation of amino-nitro-diazocompounds in equilibrium with 1,2,3 triazolines leads to 4-nitro-1,2,3 triazoles.

Aryl Azide-Allene Cycloaddition. The Contrasting Behavior of Two Simple Allenes, 1,2-Cyclononadiene and 1,2-Propadiene

1,2-Cyclononadiene (1) reacts with phenyl azide (2a) and 4-bromophenyl azide (2b) to give conjugated triazoline adducts 3a and 3b, respectively. (R)-(+)-1 and 2a react to give (S)-(+)-3a, which is consistent with a concerted cycloaddition mechanism.The reaction of 1,2-propadiene (6) and 2a gives triazoles 8 and 10 plus compound 18 in nearly equal amounts.The formation of these products is rationalized by a scheme involving initial formation of triazolines 7 and 9.Triazoline 3a is slowly isomerized by sodium ethoxide or N,N-dimethylaniline to triazole 20.