99074-89-2

Upstream product

• 6213-94-1 trimethylsiloxyethene 
• 698-69-1 4-chloro-N,N-dimethylaniline 
• 64-18-6 formic acid 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 92146-68-4 4-(2-methoxyethenyl)-N,N-dimethylaniline 

Downstream Products

• 115784-58-2 N,N-dimethyl-4-(prop-2-yn-1-yl)aniline 
• 87707-58-2 3-(4-N,N-dimethylaminobenzyl)benzoxazoline-2-thione 
• 199791-16-7 2-(4-dimethylaminobenzylideneimino)phenol 
• 1624-49-3 2-(4-dimethylamino-benzylidenamino)-phenol 

Relevant academic research and scientific papers

Biarylphosphonite gold(I) complexes as superior catalysts for oxidative cyclization of propynyl arenes into indan-2-ones

Striking gold: A series of variously functionalized propynyl arenes was smoothly converted into indan-2-ones by a new gold(I)-catalyzed oxidative cyclization process. [LAu]NTf2 (Tf=trifluoromethanesulfonyl) is a superior catalyst both in terms of yield and kinetics for the present transformation. Copyright

The mechanism for the rhodium-catalyzed decarbonylation of aldehydes: A combined experimental and theoretical study

The mechanism for the rhodium-catalyzed decarbonylation of aldehydes was investigated by experimental techniques (Hammett studies and kinetic isotope effects) and extended by a computational study (DFT calculations). For both benzaldehyde and phenyl acetaldehyde derivatives, linear Hammett plots were obtained with positive slopes of +0.79 and +0.43, respectively, which indicate a buildup of negative charge in the selectivity-determining step. The kinetic isotope effects were similar for these substrates (1.73 and 1.77 for benzaldehyde and phenyl acetaldehyde, respectively), indicating that similar mechanisms are operating. A DFT (B3LYP) study of the catalytic cycle indicated a rapid oxidative addition into the C(O)-H bond followed by a rate-limiting extrusion of CO and reductive elimination. The theoretical kinetic isotope effects based on this mechanism were in excellent agreement with the experimental values for both substrates, but only when migratory extrusion of CO was selected as the rate-determining step.

A novel α-arylation of ketones, aldehydes, and esters via a photoinduced SN1 reaction through 4-aminophenyl cations

4-Aminophenyl cations (expediently generated by photolysis of 4-chloroaniline and its N,N-dimethyl derivative by photolysis in MeCN) added to enamines and gave the corresponding α-(4-aminophenyl) ketones in satisfactory yields. The yields of the same ketones were increased when silyl enol ethers were used in the place of enamines. The α-arylation of silyl enol ethers of aldehydes occurred with lower yields and only with the N,N-dimethyl derivative. The procedure was successful with ketene silyl acetals giving in a single step a good yield of α-(4-aminophenyl)propionic(acetic) esters, known intermediates for the preparation of analgesic compounds. The reaction of the aryl cation with Danishefsky's diene gave the arylated β-methoxy enone. The method is complementary to the recently developed palladium-catalyzed α-arylation and occurs under neutral conditions.