1666-96-2Relevant articles and documents
PALLADIUM-CATALYZED SYNTHESIS OF QUINOLINES FROM ALLYLIC ALCOHOLS AND o-IODOANILINE
Larock, Richard C.,Kuo, Mann-Yan
, p. 569 - 572 (1991)
The palladium-catalyzed coupling of allylic alcohols and o-iodoaniline provides a convenient, one-step synthesis of quinolines.
SBA-15-type organosilica with 4-mercapto-N,N-bis-(3-Si-propyl)butanamide for palladium scavenging and cross-coupling catalysis
El Hankari, Samir,El Kadib, Abdelkrim,Finiels, Annie,Bouhaouss, Ahmed,Moreau, Joel J.E.,Crudden, Cathleen M.,Brunel, Daniel,Hesemann, Peter
, p. 8984 - 8994 (2011)
This work describes the synthesis of novel functional silica materials with difunctional thiol-amide substructures and featuring regular architectures on a mesoscopic level. The functional materials were synthesised by both one-pot co-condensation and post-grafting approaches. The thiol groups confined in the matrix were found to be efficient for palladium entrapment, leading to highly active and reusable heterogeneous catalysts for Sonogashira and Suzuki-Miyaura cross-coupling reactions. This work evidences the crucial role of both the thiol precursor and the condensation degree of the silica scaffold in view of the design of stable and reusable tailor-made mesoporous catalytic silica materials.
Imidazolium supported palladium-chloroglycine complex: Recyclable catalyst for Suzuki-Miyaura coupling reactions
Karthikeyan, Parasuraman,Vanitha, Arumugam,Radhika, Pachaiappan,Suresh, Kannan,Sugumaran, Arunachalam
, p. 7193 - 7197 (2013)
1-Glycyl-3-methyl imidazolium chloride-palladium(II) complex [[Gmim]Cl-Pd(II)] was found to be a catalyst for the Suzuki-Miyaura reaction with excellent yields with high turnover number (6.5 × 102-9.4 × 102).
Pd Nanoparticles Dispersed on ZrIV Organophosphonate: A Robust and Reusable Catalyst for Suzuki–Miyaura Cross-Coupling Reactions
Borah, Suchibrata,Mishra, Shashank,Cardenas, Luis,Gogoi, Nayanmoni
, p. 751 - 758 (2018)
A mesoporous zirconium(IV) phosphonate was synthesized by the hydrothermal reaction of ZrOCl2·8H2O with a trisphosphonic acid ligand, mesityl-1,3,5-tris(methylenephosphonic acid). Treatment of the mesoporous ZrIV phosphonate framework with Pd(OAc)2 and subsequent reduction produced a nanocomposite where Pd nanoparticles of average size ca. 7–8 nm were found to be homogeneously and abundantly dispersed over the phosphonate framework. The composite acts as an efficient and reusable heterogeneous catalyst in the Suzuki–Miyaura cross coupling reaction of aryl bromides with aryl boronic acids.
Reusable polymer-supported palladium catalysts: An alternative to tetrakis(triphenylphosphine)palladium in the suzuki cross-coupling reaction
Fenger, Isabelle,Le Drian, Claude
, p. 4287 - 4290 (1998)
The Suzuki cross-coupling reaction of a boronic acid and a bromoaromatic requires palldium catalysis. Almost identical yields were obtained in the usual conditions, with 30 mequiv. of Pd(PPh3)4, and with 2 mequiv of a polymer-supported catalyst, which was easily prepared in two steps from Merrified polymer. Recovery and reuse of the catalyst is easy, and only 0.60% of the initial amount of palladium is lost during a reaction.
[3+1+1+1] Annulation to the Pyridine Structure in Quinoline Molecules Based on DMSO as a Nonadjacent Dual-Methine Synthon: Simple Synthesis of 3-Arylquinolines from Arylaldehydes, Arylamines, and DMSO
Guo, Can-Cheng,Li, Hui,Liu, Qiang,Luo, Wei-Ping,Nie, Zhiwen,Su, Miao-Dong,Yang, Tonglin
, (2022/02/10)
A [3+1+1+1] annulation of arylamines, arylaldehydes, and dimethyl sulfoxide (DMSO) to the pyridine structure in quinolines using DMSO as a nonadjacent dual-methine (═CH?) synthon is disclosed. In this annulation, arylamines provide two carbon atoms and one nitrogen atom, arylaldehydes furnish one carbon atom, and DMSO provides two nonadjacent methines (═CH?) to the pyridine ring in quinoline molecules. This annulation provides a simple approach for the synthesis of 3-arylquinolines from readily available substrates in useful yields. On the basis of the control experiments and the literature, a plausible mechanism is proposed.
Method for preparing 3 - arylquinoline
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Paragraph 0047; 0048; 0051; 0053, (2021/11/26)
The invention discloses a method for preparing 3 - arylquinoline, which is carried out in an oxygen-containing atmosphere, ortho-amine arylmethanol and aryl formaldehyde in DMSO-solution system containing an alkali to obtain 3 -arylquinoline compounds. In 3 - arylquinoline compound structure prepared by the method, 2 carbon atoms are provided by DMSO, aryl groups at 3 carbon atoms and 3 positions are provided by aryl formaldehyde, and all other atoms in the quinoline compound structure are provided by raw material o-amido aryl methanol. The method for synthesizing 3 - arylquinoline has the advantages of wide raw material sources, environmental friendliness, low price and simple operation, and is beneficial to industrial production.
