132540-76-2

Upstream product

• 23438-17-7 4-methoxy-4-methylcyclohexa-2,5-dien-1-one 
• 62-53-3 aniline 
• 585526-04-1 N-(4-methoxy-4-methylcyclohexa-2,5-dien-1-ylidene)-4-methylbenzenesulfonamide 
• 67-56-1 methanol 
• 620-84-8 4-methyldiphenylamine 
• 599-86-0 4-methyl-N-(4-methylphenyl)benzenesulfonamide 

Downstream Products

• 620-84-8 4-methyldiphenylamine 

Relevant academic research and scientific papers

Dearomatization-based novel 1,4 addition type Ugi reaction

The invention relates to a dearomatization-based novel 1,4 addition type Ugi reaction. The reaction includes steps: taking a 15ml pressure-resistant reaction tube, adding 2mL of trifluoroethanol, sequentially adding imine, acid and t-butylisonitrile into

One-pot synthesis of diarylamines from two aromatic amines via oxidative dearomatization-imino exchange-reductive aromatization

A one-pot synthetic strategy for diarylamines using only aromatic amines as starting materials has been developed. This method involved a PhI(OAc) 2-induced oxidative dearomatization of N-sulfonyl protected para-substituted anilines, a Bi(OTf)3-catalyzed imino exchange reaction between N-sulfonyl cyclohexadienimines and aromatic amines, and a CF3COOH/Zn mediated reductive aromatization of the resulting N-aryl cyclohexadienimines.

Mechanism of the Reaction of Carbon and Nitrogen Nucleophiles with the Model Carcinogens O-Pivaloyl-TV-arylhydroxylamines: Competing SN2 Substitution and SN1 Solvolysis

The reaction of N,N-dimethylaniline (4) and aniline (5) with the O-pivaloyl-N-arylhydroxylamines 1a-f) in MeOH exhibits second-order kinetics and generates products of nucleophilic attack on the nitrogen of the hydroxylamine derivative. The characteristics of this reaction are not consistent with a nitrene or SET mechanism, an SN1 reaction with rate-limiting attack of the nucleophile, or nucleophile-assisted ionization. The only mechanism consistent with the available data, including substituent effects (ρ+ ≈ -3.0), cyclic voltammetry results, and product identifications, is an SN2 process. This reaction occurs in competition with an SN1 solvolysis that shows significant substituent dependence (ρ+ = -8.5). The reaction of 1 with 5 generates products of nucleophilic attack by both carbon (8, 9) and nitrogen (10). Competitive attack by carbon apparently occurs because of transition-state stabilization caused by the incipient C-N bond. The successful competition of the 8N2 reactions with SN1 solvolysis for the esters 1a and 1b, which are similar in reactivity to the putative carcinogens 2a-c, indicates that certain adducts isolated from in vivo experiments, including 3, may be formed via SN2 mechanisms.