227959-99-1

Upstream product

• 90087-77-7 methyl 3-pyrrolidinoacrylate 
• 2101-86-2 p-methylazidobenzene 
• 922-67-8 propynoic acid methyl ester 
• 1189781-14-3 C₈H₁₁N₃O₂ 
• 67-56-1 methanol 
• 64-18-6 formic acid 
• 634604-04-9 4-phenyl-1-(p-tolyl)-1H-1,2,3-triazole 
• 106-49-0 p-toluidine 
• 292638-85-8 acrylic acid methyl ester 

Downstream Products

• 227960-01-2 methyl N-(4-methylphenyl)ketenimine-2-carboxylate 
• 227960-12-5 methyl 5-methyl-1H-indole-3-carboxylate 
• 113934-31-9 1-(4-methylphenyl)-1H-[1,2,3]-triazol-4-yl carboxylic acid 

Relevant academic research and scientific papers

1 - Aryl -4 - formyl - 1, 2, 3 - triazole derivatives of the methoxycarbonyl preparation method (by machine translation)

The invention discloses a 1 - aryl - 4 - methoxy formyl - 1, 2, 3 - triazole derivatives of the preparation method, which belongs to the pharmaceutical intermediates and technical field of organic synthesis; the invention to 1, 4 - diaryl - 1, 2, 3 - tria

Design, synthesis and antibacterial evaluation of novel 15-membered 11a-azahomoclarithromycin derivatives with the 1, 2, 3-triazole side chain

Macrolides are widely prescribed in clinic to treat various respiratory tract infections. However, due to their inappropriate use, the prevalence of macrolide-resistant strains among clinical isolates has become a concern for public health. Therefore, nov

Copper Acetate Catalyzed Regio-selective Synthesis of Substituted 1,2,3-Triazoles: A Versatile Azide–Alk-ene Cycloaddition/Oxidation Approach

A copper acetate catalyzed oxidative cycloaddition reaction of benzyl and aryl azides with terminal and internal olefins that contain electron-withdrawing groups (COOR, CONH2, CN, CHO, COR) has been developed. The reaction employs air as the oxidant and does not require any base or additives to afford 1,4-disubstituted and 1,4,5-trisubstituted 1,2,3-triazoles in good to excellent yields with high regioselectivity.

'Click' chemistry on sugar-derived alkynes: A tandem 'click-click' approach to bistriazoles

Development of a tandem 'click-click' approach to the formation of successive 1,4-disubstituted 1,2,3-triazole linkages and 'click chemistry' on sugar-derived alkynes are described. Georg Thieme Verlag Stuttgart.

Arylazide cycloaddition to methyl propiolate: DFT-based quantitative prediction of regioselectivity

Several 1-(4-substituted)-phenyl-4- or 5-methoxycarbonyl-1,2,3-triazoles have been synthesized by 1,3-dipolar cycloaddition of the corresponding arylazides to methyl propiolate in carbon tetrachloride. The regioselectivity of these reactions cannot be rat

Aryliminopropadienone-C-Amidoketenimine-Amidinoketene-2-Aminoquinolone Cascades and the Ynamine-Isocyanate Reaction

Imidoylketenes 11 and oxoketenimines 12 are generated by flash vacuum thermolysis of Meldrum's acid derivatives 9, pyrrolediones 17 and 18, and triazole 19 and are observed by IR spectroscopy. Ketenimine-3-carboxylic acid esters 12a are isolable at room temperature. Ketenes 11 and ketenimines 12 undergo rapid interconversion in the gas phase, and the ketenes cyclize to 4-quinolones 13. When using an amine leaving group in Meldrum's acid derivatives 9c, the major reaction products are aryliminopropadienones, ArN=C=C=C=O (15). The latter react with 1 equiv of nucleophile to produce ketenimines 12 and with 2 equiv to afford malonic acid imide derivatives 16. N-Arylketenimine-C-carboxamides 12c cyclize to quinolones 13c via the transient amidinoketenes 11c at temperatures of 25-40 °C. This implies rapid interconversion of ketenes and ketenimines by a 1,3-shift of the dimethylamino group, even at room temperature. This interconversion explains previously poorly understood outcomes of the ynamine-isocyanate reaction. The solvent dependence of the tautomerism of 4-quinolones/4-quinolinols is discussed. Rotational barriers of NMe2 groups in amidoketenimines 12c and malonioc amides and amidines 16 (24) are reported.

KINETICS AND MECHANISM OF THE 1,3-DIPOLAR CYCLOADDITION OF PHENYL AZIDES TO METHYL 3-PYRROLIDINOACRYLATE

Kinetics of cycloaddition of phenyl azides to methyl 3-pyrrolidinoacrylate (2) produced Hammett ρ=2.2.An Ea of 13.5 kcal mole-1 and ΔS* of -37.4 cal.K.-1 mole-1 were calculated for the cycloaddition of p-O2NC6H4N3 to 2.The cycloadditions are concerted, non-synchronous, and are controlled by LUMO (azide) - HOMO (dipolarophile) interactions.