24255-31-0

Upstream product

• 59-31-4 2-quinolone 
• 100-46-9 benzylamine 
• 580-22-3 2-aminoquinoline 
• 100-52-7 benzaldehyde 
• 100-51-6 benzyl alcohol 
• 1613-37-2 Quinoline N-oxide 
• 5344-90-1 2-Aminobenzyl alcohol 
• 75-05-8 acetonitrile 
• 2005-43-8 2-bromoquinoline 
• 36952-40-6 2-(Benzylideneamino)quinoline 
• 138386-53-5 C₂₆H₂₂NP 
• 3867-18-3 2-vinylaniline 
• 59-31-4 2-hydroxyquinoline 
• 25895-60-7 sodium cyanoborohydride 

Downstream Products

• 205-54-9 quinolino<1,2-a>benzimidazole 
• 580-22-3 2-aminoquinoline 

Relevant academic research and scientific papers

Synthesis of 2-Alkylaminoquinolines and 1,8-Naphthyridines by Successive Ruthenium-Catalyzed Dehydrogenative Annulation and N-Alkylation Processes

A new one-pot synthetic protocol, enabling the facile access to 2-alkylaminoquinolines and 1,8-naphthyridines by successive ruthenium-catalyzed dehydrogenative annulation and N-alkylation processes, has been demonstrated. A series of 2-aminoarylmethanols were efficiently converted in combination with different types of nitriles and alcohols into various desired products in moderate to excellent yields after isolation. Advantageously, the synthesis proceeds with high atom-efficiency, broad substrate scope, operational simplicity, no need for external hydrogen sources and less environmentally benign halogenated reagents, thus offering a practical approach to access these two types of compounds that are currently difficult to prepare with the conventional methods. (Figure presented.).

Synthesis of N-benzylated-2-aminoquinolines as ligands for the Tec SH3 domain

In recent work, we have been developing 2-aminoquinolines as ligands for Src Homology 3 (SH3) domains, so far the only reported examples of small-molecule ligands for these domains. In this paper, we report the synthesis of a series of N-benzylated-2-amin

N -Alkylation of organonitrogen compounds catalyzed by methylene-linked bis-NHC half-sandwich ruthenium complexes

An efficient ruthenium-catalyzed N-alkylation of amines, amides and sulfonamides has been developed employing novel pentamethylcyclopentadienylruthenium(ii) complexes bearing the methylene linked bis(NHC) ligand bis(3-methylimidazol-2-ylidene)methane. The

Water-promoted dehydrative coupling of 2-aminopyridines in heptane: Via a borrowing hydrogen strategy

A synthetic method for dehydrative N-benzylation promoted by water molecules in heptane using a π-benzylpalladium system has been developed. The presence of water significantly accelerates carbon-nitrogen bond formation, which is accomplished in an atom-economical process to afford the corresponding N-monobenzylated products. A crossover experiment afforded H/D scrambled products, which is consistent with a borrowing hydrogen mechanism. Kinetic isotope effect measurements revealed that benzylic carbon-hydrogen bond cleavage was the rate-determining step.

A Borrowing Hydrogen Strategy for Dehydrative Coupling of Aminoisoquinolines with Benzyl Alcohols in Water

We report a borrowing hydrogen strategy for a palladium-catalyzed dehydrative coupling of aminoisoquinolines with benzylic alcohols in water. This cascade reaction using the π-benzylpalladium system can be achieved in an atom-economic process without the

A mild and metal-free synthesis of 2- And 1-alkyl/aryl/dialkyl-aminoquinolines and isoquinolines

A simple synthetic strategy has been developed for the synthesis of 2- and 1-alkyl/aryl/dialkylaminoquinolines and isoquinolines from the easily available quinoline and isoquinoline-N-oxides, different amines, triflic anhydride as activating agent and ace

Palladium-catalysed amination of aryl- and heteroaryl halides using tert-butyl tetraisopropylphosphorodiamidite as an easily accessible and air-stable ligand

The phosphorus compound tert-butyl tetraisopropylphosphorodiamidite, prepared from bis(diisopropylamino)chlorophosphine, is an excellent ligand for palladium-catalysed Buchwald-Hartwig amination of aryl- and heteroaryl chlorides and bromides. Based on its ready accessibility and air-stability, this amination protocol is a practical approach to the synthesis of industrially important aryl- and heteroarylamines. Copyright

A metal-free tandem demethylenation/C(sp2)-H cycloamination process of N -Benzyl-2-aminopyridines via C-C and C-N bond cleavage

A mild, metal-free synthesis of pyrido[1,2-a]benzimidazoles starting with N-benzyl-2-aminopyridines, which employs PhI(OPiv)2 as a stoichiometric oxidant, has been developed. The process is initiated by an unusual PhI(OPiv)2-mediated ipso SEAr reaction, followed by solvent-assisted C-C and C-N bond cleavage.

NHC-carbene cyclopentadienyl iron based catalyst for a general and efficient hydrosilylation of imines

A general and efficient hydrosilylation of imines catalysed by a well defined NHC-carbene cyclopentadienyl iron complex has been developed. Both aldimines and ketimines are converted to the corresponding amines under mild conditions, and under visible light activation.

Microwave-assisted synthesis of quinoline, isoquinoline, quinoxaline and quinazoline derivatives as CB2 receptor agonists

Quinoline, isoquinoline, quinoxaline, and quinazoline derivatives were synthesized using microwave-assisted synthesis and their CB1/CB2 receptor activities were determined using the [35S]GTPγS binding assay. Most of the prepared quinoline, isoquinoline, and quinoxalinyl phenyl amines showed low-potency partial CB2 receptor agonists activity. The most potent CB2 ligand was the 4-morpholinylmethanone derivative (compound 40e) (-log EC 50 = 7.8; Emax = 75%). The isoquinolin-1-yl(3- trifluoromethyl-phenyl)amine (compound 26c) was a high efficacy CB2 agonist (-log EC50 = 5.8; Emax = 128%). No significant CB1 receptor activation or inactivation was shown in these studies, except 40e, which showed weak CB1 agonist activity (CB1 -log EC50 = 5.0). These ligands serve as novel templates for the development of selective CB2 receptor agonist.