2553-04-0Relevant articles and documents
Beta zeolite supported on silicon carbide for Friedel-Crafts fixed-bed reactions
Wine, Gauthier,Matta, Joseph,Tessonnier, Jean-Philippe,Pham-Huu, Cuong,Ledoux, Marc-Jacques
, p. 530 - 531 (2003)
Beta zeolite supported on silicon carbide, with high thermal conductivity and high mechanical strength, was successfully used as an active and stable catalyst for Friedel-Crafts reactions in a fixed bed configuration.
Synthesis of 2-(1-Alkoxyvinyl)anilines by Palladium/Norbornene-Catalyzed Amination Followed by Termination with Vinyl Ethers
Wang, Jie,Gu, Zhenhua
, p. 2990 - 2995 (2016)
A palladium/norbornene-catalyzed ortho-amination and ipso vinyl ether termination reaction of iodoarenes is reported. The benzyl vinyl ether serves as an efficient alternative carbonyl source in palladium/norbornene catalysis for the final ipso termination reaction to give [1-(benzyloxy)vinyl]arenes, which readily undergo hydrolysis to deliver methyl ketones under aqueous acidic conditions. The final Heck termination reaction with vinyl ethers has high branched/linear selectivity. This reaction tolerates a range of iodoarene and O-benzoylhydroxylamine substrates, and it provides a convenient way to prepare o-acetylanilines. The synthetic utility of [1-(benzyloxy)vinyl]arenes and the corresponding ketones is briefly investigated. (Figure presented.).
Zirconium-doped porous magadiite heterostructures upon 2D intragallery in situ hydrolysis-condensation-polymerization strategy for liquid-phase benzoylation
Ma, Yuewen,Sun, Huan,Sun, Qi,Zhang, Hui
, p. 67853 - 67865 (2015)
Novel zirconium-doped porous magadiite heterostructures (PMH-xZr, x = Zr/Si molar ratio) are fabricated by two-dimensional intragallery cosurfactant-directing in situ hydrolysis-condensation-polymerization method of TEOS and Zr-n-propoxide from synthetic Na-magadiite and characterized systematically by XRD, SEM/(HR)TEM, 29Si MAS NMR, BET, UV-vis DRS, NH3-TPD, pyridine FT-IR, and XPS techniques. The results indicate that the obtained PMH-xZr materials possess high surface area and high thermal stability upon effective assembly of interlayer Zr-doped meso-structural silica and the layers of magadiite. The PMH-xZr samples with x 0.2 show successful incorporation of Zr into the lattice of interlayer mesostructural silica framework leading to considerably generated Bronsted sites Zr-O(H)-Si and obviously increased Lewis sites Zr-O-Si along with well-kept layered supermicro-mesostructure, while PMH-0.2Zr shows delaminated layers. PMH-0.1Zr exhibits the highest liquid-phase benzoylation activity of anisole with benzoyl chloride (Conv. 99.5%) and yield for 4-methoxybenzophenone (4-MBP) (94.1%) due to the strongest synergy between the high concentration of surface Bronsted sites and supermicro-mesostructure. PMH-0.1Zr can be reused by no further chemical treatment for at least five runs with a slightly reduced 4-MBP yield. These PMH-xZr materials can serve as a promising solid acid catalyst and/or acidic support with high surface area and thermal stability in broad range of catalysis applications.
Mechanochemical Solvent-Free Suzuki–Miyaura Cross-Coupling of Amides via Highly Chemoselective N?C Cleavage
Ma, Yangmin,Shao, Lei,Szostak, Michal,Wang, Ruihong,Zhang, Jin,Zhang, Pei
supporting information, (2022/01/04)
Although cross-coupling reactions of amides by selective N?C cleavage are one of the most powerful and burgeoning areas in organic synthesis due to the ubiquity of amide bonds, the development of mechanochemical, solid-state methods remains a major challe
Evaluation of Cyclic Amides as Activating Groups in N-C Bond Cross-Coupling: Discovery of N-Acyl-δ-valerolactams as Effective Twisted Amide Precursors for Cross-Coupling Reactions
Bisz, Elwira,Chen, Hao,Dziuk, B?a?ej,Ejsmont, Krzysztof,Lalancette, Roger,Pyle, Daniel J.,Rahman, Md. Mahbubur,Szostak, Michal,Szostak, Roman,Wang, Qi
, p. 10455 - 10466 (2021/07/31)
The development of efficient methods for facilitating N-C(O) bond activation in amides is an important objective in organic synthesis that permits the manipulation of the traditionally unreactive amide bonds. Herein, we report a comparative evaluation of a series of cyclic amides as activating groups in amide N-C(O) bond cross-coupling. Evaluation of N-acyl-imides, N-acyl-lactams, and N-acyl-oxazolidinones bearing five- and six-membered rings using Pd(II)-NHC and Pd-phosphine systems reveals the relative reactivity order of N-activating groups in Suzuki-Miyaura cross-coupling. The reactivity of activated phenolic esters and thioesters is evaluated for comparison in O-C(O) and S-C(O) cross-coupling under the same reaction conditions. Most notably, the study reveals N-acyl-δ-valerolactams as a highly effective class of mono-N-acyl-activated amide precursors in cross-coupling. The X-ray structure of the model N-acyl-δ-valerolactam is characterized by an additive Winkler-Dunitz distortion parameter ?(τ+χN) of 54.0°, placing this amide in a medium distortion range of twisted amides. Computational studies provide insight into the structural and energetic parameters of the amide bond, including amidic resonance, N/O-protonation aptitude, and the rotational barrier around the N-C(O) axis. This class of N-acyl-lactams will be a valuable addition to the growing portfolio of amide electrophiles for cross-coupling reactions by acyl-metal intermediates.
2-(2,2-DIARYLETHYL)-CYCLIC AMINE DERIVATIVE OR SALT, SYNTHESIS THEREOF, AND APPLICATION AND COMPOSITION THEREOF
-
Paragraph 0383-0384, (2021/05/28)
The disclosure relates to a 2-(2,2-diarylethyl)-cyclic amine derivative or salt, a synthesis method, an application and a composition thereof. Biological activity test shows that this kind of 2-(2,2-diarylethyl)-cyclic amine derivative has good M-receptor antagonistic activity; and can be used as an active component of drugs for the treatment of the diseases mediated or regulated by muscarinic receptors, such as asthma, chronic obstructive pulmonary disease (COPD), overactive bladder (OAB), bronchospasm with chronic obstructive pulmonary disease, visceral spasm, irritable bowel syndrome, Parkinson's disease, depression or anxiety, schizophrenia and related mental diseases.
