57479-32-0

Upstream product

• 20814-62-4 3-(4-methoxy-phenyl)-quinoline-4-carboxylic acid 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 5332-24-1 3-bromoquinoline 
• 696-62-8 para-iodoanisole 
• 181420-00-8 N-[2-(3,3-Diethoxy-prop-1-ynyl)-phenyl]-acetamide 
• 5720-07-0 4-methoxyphenylboronic acid 
• 858672-69-2 potassium (4-methoxyphenyl)dimethylsilanololate 
• 580-17-6 3-aminoquinoline 
• 191162-39-7 quinolin-3-ylboronic acid 
• 529-23-7 o-aminobenzaldehyde 
• 250291-26-0 2-iodo-1-(4-methoxyphenyl)ethylene 
• 171364-79-7 2-(4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 91-22-5 quinoline 
• 5344-90-1 2-Aminobenzyl alcohol 

Downstream Products

• 1202574-25-1 3-(4-methoxyphenyl)quinoline N-oxide 
• 1454705-19-1 3-(4-ethylphenyl)quinoline 

Relevant academic research and scientific papers

One pot biaryl synthesis via in situ boronate formation

The palladium-catalyzed cross-coupling reaction of aryl halides or aryl triflates with diborane 1 yielded structurally diverse aryl boronates which were reacted in situ with aryl halides or aryl triflates to afford a variety of biaryls in moderate to high yield.

[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

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.

Unexpected Annulation between 2-Aminobenzyl Alcohols and Benzaldehydes in the Presence of DMSO: Regioselective Synthesis of Substituted Quinolines

An unexpected annulation among 2-aminobenzyl alcohols, benzaldehydes, and DMSO to quinolines has been disclosed. For the reported annulation between 2-aminobenzyl alcohols and benzaldehydes, the change of the solvent from toluene to DMSO led to the change of the product from the diheteroatomic cyclic benzoxazines to monoheteroatomic cyclic quinolines. This annulation can be used to synthesize regioselectively different substituted quinolines by the choice of different 2-amino alcohols, aldehydes, and sulfoxides as substrates. Interestingly, introducing substituent groups to the α-position of sulfoxides resulted in the interchange of the positions between benzaldehydes and sulfoxides in the product quinolines. On the basis of the control experiments and literatures, a plausible mechanism for this annulation was proposed.

Construction of Bulky Ligand Libraries by Ru(II)-Catalyzed P(III)-Assisted ortho-C-H Secondary Alkylation

Modification of commercially available biaryl monophosphine ligands via ruthenium(II)-catalyzed P(III)-directed-catalyzed ortho C-H secondary alkylation is described. The use of highly ring-strained norbornene as a secondary alkylating reagent is the key to this transformation. A series of highly bulky ligands with a norbornyl group were obtained in excellent yields. The modified ligands with secondary alkyl group outperformed common substituted phosphines in the Suzuki-Miyaura cross-coupling reaction at a ppm mole level of Pd catalyst.

Method for preparing 3 - arylquinoline

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.

Ni(COD)(DQ): An Air-Stable 18-Electron Nickel(0)–Olefin Precatalyst

We report that Ni(COD)(DQ) (COD=1,5-cyclooctadiene, DQ=duroquinone), an air-stable 18-electron complex originally described by Schrauzer in 1962, is a competent precatalyst for a variety of nickel-catalyzed synthetic methods from the literature. Due to its apparent stability, use of Ni(COD)(DQ) as a precatalyst allows reactions to be conveniently performed without use of an inert-atmosphere glovebox, as demonstrated across several case studies.

Direct synthesis of 3-arylquinolines by a nano Pd-catalyzed regioselective C3-H arylation of quinolines

3-Arylquinolines are biologically and medicinally very important compounds. Direct and regioselective C3-H arylation offers a straight forward methodology for their synthesis. In this work, we report their synthesis by a Pd nanoparticle catalyzed reaction

An efficient Pd(II)-(2-aminonicotinaldehyde) complex as complementary catalyst for the Suzuki-Miyaura coupling in water

An efficient new Pd(II)-(2-aminonicotinaldehyde)-catalyzed Suzuki-Miyaura coupling of the aryl halides (Br, Cl and I) and organoboronic acids at moderate temperature in water is described. Low catalyst loading, easy accessibility, being an air-stable catalyst, functional group compatibility, and water as the reaction medium are some of the key features of this synthetic method. This protocol is also applicable for gram scale.

Copper-Catalyzed Ring-Opening/Reconstruction of Anthranils with Oxo-Compounds: Synthesis of Quinoline Derivatives

A copper-catalyzed protocol for the construction of various 2-aryl(alkyl)-3-acylquinolines or 3-arylquinolines using readily available anthranils and 1,3-diketones or aldehydes as starting materials is reported herein. Dioxygen as the sole oxidant and hexafluoroisopropanol as the solvent play an important role in both procedures. This ring-opening/reconstruction strategy involving N-O bond cleavage and C-N/C-C bond formation features high yields and broad substrate scope.

Method for synthesizing quinoline derivatives

The invention discloses a method for synthesizing quinoline derivatives. 2,1-benzisoxazole derivatives represented by formula I and phenylacetaldehyde derivatives represented by formula II are used as raw materials, and are reacted to obtain the quinoline