13744-88-2Relevant articles and documents
Aqueous hydroxide as a base for palladium-catalyzed amination of aryl chlorides and bromides
Kuwano, Ryoichi,Utsunomiya, Masaru,Hartwig, John F.
, p. 6479 - 6486 (2002)
The amination of aryl halides in the presence of inexpensive and air-stable alkali metal hydroxide bases and Pd[P(t-Bu)3]2 as catalyst gave arylamines in high yields. The reactions were conducted with a catalytic amount of cetyltrimethylammonium bromide as phase-transfer agent and either aqueous hydroxide or solid hydroxide in the presence of water. This combination of alkali metal hydroxide base, H2O, and the ammonium salt performed as well as NaO-t-Bu in the amination of p-chlorotoluene with dibutylamine. Hydroxide base was suitable for reactions of a wide range of aryl chlorides and bromides with aliphatic and aromatic amines. Some functional groups that were intolerant of tert-butoxide base, such as esters, enolizable ketones, nitriles, and nitro groups, were tolerated by the combination of hydroxide base, H2O, and cetyltrimethylammonium bromide in toluene solvent.
Design of Benzimidazolyl Phosphines Bearing AlterableP,OorP,N-Coordination: Synthesis, Characterization, and Insights into Their Reactivity
Wong, Shun Man,Choy, Pui Ying,Zhao, Qingyang,Yuen, On Ying,Yeung, Chung Chiu,So, Chau Ming,Kwong, Fuk Yee
supporting information, p. 2265 - 2271 (2021/05/05)
A new series of hemilabile benzimidazolyl phosphines is reported. Entities in this ligand family can be easily assembled and prepared on a large scale via a simple one-pot procedure. X-ray crystallographic analyses show that the Pd metal center can coordinate in different fashions, where it relies on the size of the ?PR2group. With the same ligand scaffold, the ligand having a ?PCy2moiety displays better efficiency in expediting aromatic C-C bond-coupling reactions, while the ligand associated with a ?P-t-Bu2group, in contrast, promotes C-N bond-forming reactions.
One-way valveN-Preparation method of aryl substituted heterocyclic compound (by machine translation)
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Paragraph 0014-0016; 0023-0024, (2020/11/01)
The invention relates to the technical field of organic chemical synthesis, in particular to an organic chemical synthesis technology. NThe preparation method comprises ?timetime?: 3 molar ratio, reaction 30 - 60 minutes at normal temperature and normal pressure, water adding quenching after reaction, organic solvent extraction 1:1-1 and column chromatography separation (V). Petroleum ether : VEthyl acetate =40:1 - 20:1). NAryl substituted heterocyclic derivatives. Nitrobenzene is used as Ar-H source. N-methylaniline. N-ethylaniline. N-methyl-heterocycles, tetrahydroquinoline, and the like can be used as the amine source. t- BuBuBuBuBuBuBuONa/DMSO/O2 In the system, a direct arylamine reaction of the aromatic ring is achieved. This process has the advantage that the process is simple and high in atomic economy, avoiding the use of expensive transition metals, mild reaction conditions, and environmental-friendly by-products. (by machine translation)
Palladium nanoparticles supported on cysteine-functionalized MNPs as robust recyclable catalysts for fast O- and N-arylation reactions in green media
Hajipour, Abdol R.,Khorsandi, Zahra,Fatemeh Mohammadi Metkazini
, (2019/08/12)
A magnetically robust recyclable nanocatalyst was fabricated by immobilizing of Pd onto the surface of cysteine-functionalized magnetic nanoparticles (MNPs?Cys-Pd). This nanocatalyst was characterized using various techniques such as FT-IR, XRD, TEM, SEM, EDX, VSM, and ICP. The application of catalyst (MNPs?Cys-Pd) was investigated for O-arylation and N-arylation reactions. This phosphine-free complex was found as highly efficient heterogeneous catalyst in green media and mild reaction conditions. In addition, it gave excellent recyclability without significant deactivation after ten cycles.
