54493-25-3

Usage

InChI:InChI=1/C11H15NO/c1-10(13)8-9-12(2)11-6-4-3-5-7-11/h3-7H,8-9H2,1-2H3

Upstream product

• 91130-92-6 N-(3-chloro-but-2-enyl)-N-methyl-aniline 
• 78-94-4 methyl vinyl ketone 
• 100-61-8 N-methylaniline 
• 598-32-3 2-hydroxy-3-butene 
• 100-15-2 N-methyl(p-nitroaniline) 
• 1833-53-0 2-(Trimethylsilyloxy)propene 
• 121-69-7 N,N-dimethyl-aniline 
• 67-64-1 acetone 

Downstream Products

• 78191-66-9 (N-methyl N-phenylamino)-4 butanol-2 
• 54493-26-4 4-(N-methylanilino)-2-butanone oxime 
• 72371-10-9 5-(2-[4-(N-methylanilino)-2-butylamino]-1-hydroxyethyl)-salicylamide 
• 106515-73-5 4-N-methylanilino-2-methyl-2-butanol 

Relevant academic research and scientific papers

Direct Access to Isotopically Labeled Aliphatic Ketones Mediated by Nickel(I) Activation

An extensive range of functionalized aliphatic ketones with good functional-group tolerance has been prepared by a NiI-promoted coupling of either primary or secondary alkyl iodides with NN2 pincer NiII-acyl complexes. The latter were easily accessed from the corresponding NiII-alkyl complexes with stoichiometric CO. This Ni-mediated carbonylative coupling is adaptable to late-stage carbon isotope labeling, as illustrated by the preparation of isotopically labelled pharmaceuticals. Preliminary investigations suggest the intermediacy of carbon-centered radicals.

Palladium-catalyzed aerobic oxidative coupling of allylic alcohols with anilines in the synthesis of nitrogen heterocycles

We report herein an unprecedented and expedient Pd-catalyzed oxidative coupling of allyl alcohols with anilines to afford β-amino ketones which are converted into substituted quinolines in a one-pot fashion. The exclusive preference for N-alkylation over N-allylation makes this approach unique when compared to those reported in literature. Detailed mechanistic investigations reveal that the conjugate addition pathway was the predominant one over the allylic amination pathway. The notable aspects of the present approach are the use of readily available, bench-stable allyl alcohols and molecular oxygen as the terminal oxidant, in the process dispensing the need for unstable and costly enones. Further, we explored the synthetic utility of β-amino ketones through an intramolecular α-arylation methodology and a one-pot domino annulation, thereby providing rapid access to indolines and quinolines.

Cobalt(II)-catalyzed oxidative coupling of aromatic tertiary amines with enol silyl ethers leading to β-aminoketone derivatives

We demonstrated that a cobalt(II)-TBHP (tert-butyl hydroperoxide) oxidizing system efficiently catalyzes the coupling of aromatic tertiary amines with enol silyl ethers, producing the corresponding β-aminoketones.

Cationic Titanocene(III) Complexes for Catalysis in Single-Electron Steps

Abstract By exploiting solvent and anion effects, [Cp2Ti]+ complexes for atom-economical catalysis in single-electron steps were developed and applied for the first time. These complexes constitute remarkably stable and active cataly

Dolomite (CaMg(CO3)2) as a recyclable natural catalyst in Henry, Knoevenagel, and Michael reactions

Iranian dolomite (CaMg(CO3)2) which consists of double-layered carbonates with Ca2+ and Mg2+ ions was utilized as a heterogeneous base catalyst in the CC, CN, and CS bond forming reactions via the Henry, Knoevenagel, aza-Michael, and thia-Michael transformations under mild conditions in water. Iranian dolomite has been characterized by X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FT-IR), Brunauer Emmett Teller (BET) and XRF chemical analysis, while its basic strength was evaluated by following the Hammett indicators procedure. This water-insoluble natural catalyst demonstrated high activity and was reusable.

Green, efficient and practical Michael addition of arylamines to α,β-unsaturated ketones

The aza-Michael addition of aromatic amines to α,β-unsaturated ketones was carried out effectively at room temperature in good to excellent yields without any catalyst or solvent. It was significant that part of adducts could be collected in almost quanti

Copper-catalyzed cross dehydrogenative coupling reactions of tertiary amines with ketones or indoles

A novel cross dehydrogenative coupling (CDC) reaction of N,N-dimethylanilines with methyl ketones by cooperative copper and aminocatalysis has been developed, which leads to the formation of β-arylamino ketones in 42-73% yields. Moreover, the copper-catal

β-Cyclodextrin promoted aza-Michael addition of amines to conjugated alkenes in water

Highly efficient and environmentally benign aza-Michael additions of amines to α,β-unsaturated compounds catalyzed by β-cyclodextrin in water to produce the corresponding β-amino compounds in excellent yields under mild conditions are described. β-Cyclodextrin can be recovered and reused in subsequent reactions without loss of activity.

[HP(HNCH2CH2)3N]NO3: An efficient homogeneous and solid-supported promoter for aza and thia-Michael reactions and for Strecker reactions

In the presence of a catalytic amount of an azaphosphatrane nitrate salt, amines and thiols react readily with Michael acceptors. The salt is also an efficient promoter for the one pot synthesis of α-amino and α-amidonitriles. By anchoring the salt to Merrifield Resin, a reusable heterogeneous catalyst is obtained for these reactions. Evidence is presented for catalysis being attributable solely to the NO3- ion.