5279-60-7Relevant academic research and scientific papers
Ligand-Enabled Ni-Al Bimetallic Catalysis for Nonchelated Dual C-H Annulation of Arylformamides and Alkynes
Luan, Yu-Xin,Wang, Yin-Xia,Ye, Mengchun,Zhang, Feng-Ping
supporting information, (2020/03/19)
A bifunctional secondary phosphine oxide (SPO) ligand-controlled method was developed for Ni-Al-catalyzed nonchelated dual C-H annulation of arylformamides with alkynes, providing a series of substituted amide-containing heterocycles in ≤97% yield. The SPO-bound bimetallic catalysis proved to be critical to the reaction efficiency.
Photoinduced Oxidative Formylation of N,N-Dimethylanilines with Molecular Oxygen without External Photocatalyst
Yang, Shuai,Li, Pinhua,Wang, Zhihui,Wang, Lei
supporting information, p. 3386 - 3389 (2017/07/15)
A photoinduced oxidative formylation of N,N-dimethylanilines with molecular oxygen in the absence of an external photocatalyst was developed and provided the corresponding formamides in good yields under mild reaction conditions. Investigations indicated that both the starting material and product act as photosensitizers and that 1O2 coexists with O2?- during the reaction through energy transfer and single electron transfer process.
Palladium-catalyzed intermolecular coupling of aryl halides and amides
Yin, Jingjun,Buchwald, Stephen L.
, p. 1101 - 1104 (2007/10/03)
The first general intermolecular C-N bond-forming reactions between aryl halides and amides were realized using a palladium catalyst with Xantphos as the ligand. Aryl triflates, carbamates, and sulfonamides are also viable substrates for the amidations, which proceed at 45-110 °C with 1-4 mol% of Pd catalyst in 66-99% yields and exhibit good functional group compatibility.
Reaction of N,N-Dimethylaniline Derivatives with Cumene Hydroperoxide. Oxazolidine Formation via Addition of α-Aminomethyl Radicals to Formaldehyde
Humphreys, Robert W. R.
, p. 1483 - 1487 (2007/10/02)
The reactions of N,N-dimethylaniline derivatives (1) with cumene hydroperoxide in acetonitrile at 100 deg C produce significant amounts of the corresponding N-aryloxazolidine (6).Oxazolidine formation occurs by addition of α-aminomethyl radicals (7) to formaldehyde to give the alkoxy radical (8), followed by intramolecular 1,6 H-atom abstraction, oxidation, and cyclization.The results of labeling experiments and the dependence of the oxazolidine yield on the formaldehyde concentration support this mechanism.Alkoxy radical 8 was generated by an alternative route anddoes give the oxazolidine.Radical addition to the carbonyl carbon of formaldehyde is a reflection of the electron-rich, nucleophilic nature of the α-aminomethyl radical 7 and rapid trapping of the resulting alkoxy radical 8 via intramolecular H-atom abstraction through a six-membered transition state.
