91633-31-7

Upstream product

• 67-56-1 methanol 
• 75-89-8 2,2,2-trifluoroethanol 
• 2362-36-9 1-(1-chloroethyl)-4-methylbenzene 
• 88563-51-3 1-(4-methylphenyl)ethyl pentafluorobenzoate 
• 622-97-9 1-ethenyl-4-methylbenzene 
• 65130-40-7 <1-(4-methylphenyl)ethyl>dimethylsulfonium bromide 
• 86561-30-0 1-(4-methylphenyl)ethyl acetate 
• 536-50-5 CH₃C₆H₄CH(CH₃)OH 
• 1152440-11-3 C₁₀H₁₄O₃S 
• 59115-82-1 3-para-methylphenyl-2-butanone 
• 60672-33-5 4-methyl-N'-(1-(p-tolyl)ethylidene)benzenesulfonohydrazide 
• 159755-12-1 1-(1-bromoethyl)-4-methylbenzene 

Downstream Products

• 122-00-9 para-methylacetophenone 
• 1338439-71-6 N-ethyl-4-methyl-N-(1-p-tolylethyl)aniline 
• 177750-08-2 1-(4-methylphenyl)ethenylacetamide 
• 91854-79-4 1-imino-1-(p-methylphenyl)ethane 
• 103-89-9 4-Methylacetanilide 

Relevant academic research and scientific papers

Chemoselective, Isomerization-Free Synthesis of N-Acylketimines from N–H Imines

N-Acylketimines were synthesized through a ruthenium-catalyzed generation of N–H ketimines from secondary azides and subsequent acylation with mixed anhydrides under mild conditions. The synthetic scope was broad to give N-acylimines having various functi

B(C6F5)3-catalyzed synthesis of benzylic azides

B(C6F5)3 was found to catalyze the reaction between trimethylsilyl azide and benzylic acetates. Secondary and tertiary benzylic acetates were competent substrates in this reaction providing the azide products in moderate t

A concise synthesis of quinolinium, and biquinolinium salts and biquinolines from benzylic azides and alkenes promoted by copper(II) species

A novel copper-promoted multiple aza-[4 + 2] cycloaddition reaction of N-methyleneanilines in situ generated from benzylic azide and alkenes afforded quinolinium salts, biquinolinium salts, biquinolines or substituted quinolines depending on the substitution on the phenyl ring of benzylic azide. The reaction of para substituted benzylic azides and 2 equivalents of alkenes afforded the corresponding substituted quinolinium salts, while benzylic azides without a para substituent provided biquinolinium salts. The copper-promoted cycloaddition reaction also allows biquinoline products to be obtained from ortho-substituted benzylic azides. These reactions work well with both terminal and internal alkenes. Unsymmetrical internal alkene reactions proceed with high regioselectivity. The reaction is likely started by Lewis acidic CuII-assisted rearrangement of benzylic azide to N-methyleneaniline, followed by a [4 + 2] cycloaddition with alkene. Detailed mechanistic studies suggest that the biquinoline and biquinolinium salts are likely formed via radical processes.

A combination of trimethylsilyl chloride and hydrous natural montmorillonite clay: An efficient solid acid catalyst for the azidation of benzylic and allylic alcohols with trimethylsilyl azide

We present a new procedure to convert in situ natural montmorillonite clay into a partially acidified one using a catalytic amount of trimethylsilyl chloride and trace water. We demonstrate that the acidic montmorillonite can catalyze the direct azidation

Copper triflate: An efficient catalyst for direct conversion of secondary alcohols into azides

A simple, practical, and efficient strategy has been demonstrated for the direct synthesis of organic azides from alcohols using azidotrimethylsilane (TMSN3) as azide source in the presence of copper(II) triflate [Cu(OTf)2]. A variet

Exploiting the Nucleophilicity of N-H Imines: Synthesis of Enamides from Alkyl Azides and Acid Anhydrides

The nucleophilicity of N-unsubstituted imines, which were generated from alkyl azides by a ruthenium-catalyzed reaction, was investigated in the reaction with acid anhydrides. The initial products were N-acylimines, which isomerized to the corresponding e

Reductive azidation of carbonyl compounds via tosylhydrazone intermediates using sodium azide

Simple and direct: Aldehydes and ketones can be transformed into alkyl azides through a reductive coupling of the corresponding tosylhydrazones in a process that takes place simply in the presence of K2CO3, tetrabutylammonium bromide

Reaction pathway and rate-determining step of the Schmidt rearrangement/fragmentation: A kinetic study

The Schmidt rearrangement of substituted 3-phenyl-2-butanone with trimethylsilyl azide in 90% (v/v) aqueous TFA gave two types of product, fragmentation and rearrangement, the ratio of which depends on the substituent: more fragmentation for a more electron-donating substituent. Rate measurements by azotometry indicated the presence of an induction period, and the pseudo-first-order rate constants showed saturation kinetics with respect to the azide concentration. It was indicated that the reaction proceeds through pre-equilibrium in the formation of iminodiazonium (ID) ion and that the N 2 liberation from the ID ion is rate-determining. Under high azide concentration conditions, where the effective reactant is the ID ion, the reaction gave a linear Hammett plot with a value of -0.50. The observed substituent effects on the rate and the product selectivity imply that path bifurcation on the way from the rate-determining TS to the product states occurs, as suggested by previous molecular dynamics simulations, in a similar manner to the analogous Beckmann rearrangement/fragmentation reactions.

A Lewis acid mediated schmidt reaction of benzylic azide: Synthesis of sterically crowded aromatic tertiary amines

An efficient one-pot synthesis of sterically hindered aromatic tertiary amines through Lewis acid induced intermolecular Schmidt reaction of benzylic azides is described. In the presence of EtAlCl2, benzylic azide underwent a smooth Schmidt reaction to give the corresponding iminium ion, which, upon reduction with NaBH4 in situ, afforded the tertiary amine. The effects of substituents on the aromatic ring and the steric effects of the alkyl side chain have also been studied.

A mild and efficient method for preparation of azides from alcohols using acidic ionic liquid [H-NMP]HSO4

We report here an efficient method for the synthesis and characterization of [H-NMP]HSO4 and its application as an efficient catalyst and solvent for preparation of azides from corresponding alcohols under mild conditions. This processor showed