10522-42-6

Upstream product

• 148-24-3 8-quinolinol 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 72973-25-2 N,N-dimethyl-1-(p-tolylsulfonyl)pyridin-1-ium-4-amine chloride 
• 4124-41-8 p-toluenesulfonylanhydride 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 57479-35-3 8-(4-methoxyphenyl)quinoline 
• 57479-11-5 (±)-8-(o-tolyl)quinoline 
• 1048028-28-9 3-quinolin-8-ylmethyl-benzoic acid ethyl ester 
• 57479-13-7 8-(4-methylphenyl)-quinoline 
• 1253596-50-7 diphenyl(quinolin-8-yl)phosphine oxide 
• 1006-47-9 iodo-8 quinoleine 
• 605-04-9 8-phenylquinoline 
• 578-66-5 8-amino quinoline 
• 35509-27-4 quinoline-8-carbonitrile 

Relevant academic research and scientific papers

Subtype-selectivity of metal-dependent methionine aminopeptidase inhibitors

Inhibitors of methionine aminopeptidases (MetAPs) are treatment options for various pathological conditions. Several inhibitor classes have been described previously, but only few data on the subtype selectivity, which is of crucial importance for these enzymes, is available. We present a systematic study on the subtype- and species-selectivity of MetAP inhibitors that require the binding of an auxiliary metal ion. This includes, in particular, compounds based on the benzimidazole pharmacophore, but also hydroxyquinoline and picolinic acid derivatives. Our data indicates that a significant degree of selectivity can be attained with metal-dependent MetAP inhibitors.

An efficient practical tosylation of phenols, amines, and alcohols employing mild reagent [DMAPTs]+Cl?

Efficient exploration of [DMAPTs]+Cl?for base free and chromatography free preparation of sulfonate esters from phenols and alcohols and sulfonamides from amines was achieved in excellent yields. Majority of the phenols irrespective of their substituents electronic nature underwent tosylation nearly at same reaction rate with an average yield of 95%. For amines, ring activating substituents favors rapid sulfonylation while the ring deactivating substituents relatively lowers the rate of tosylation. Furthermore the reagent was employed for Chemoselective sulfonylation as well as solvent free tosylation of phenols and amines.

Solvent-Free Synthesis of Aryl Tosylates under Microwave Activation

Synthesis of aryl tosylates from phenols requires only several minutes when conducted with controlled microwave heating under solvent-free condition. Eight different aryl tosylates were synthesized and isolated in good yields.

NMR study of O and N, O-substituted 8-quinolinol derivatives

The 1H and 13C NMR spectral study of several biologically active derivatives of 8-quinolinol have been made through extensive NMR studies including homodecoupling and 2D-NMR experiments such as COSY-45°, NOESY, and HeteroCOSY. Electron donating resonance and electron withdrawing inductive effect of several groups showed marked changes in chemical shifts of nuclei at the seventh positions of O-substituted quinolinols (2-15). Although in N-alkyl, 8-alkoxyquinolinium halides (16-21), ring A rightly showed low frequency chemical shift values. Copyright

Coupling of C(sp3)-H bonds with C(sp2)-O electrophiles: mild, general and selective

Herein is reported the mild and general coupling of amine/ether C(sp3)-H bonds with various kinds of C(sp2)-O electrophiles with high selectivity and efficiency. Valuable allylic/benzylic amines are generated in moderate to excellent yields. The utility of this transformation is demonstrated by a broad substrate scope (>50 examples), good functional group tolerance and facile product modification.

Chromatography-Free and Eco-Friendly Synthesis of Aryl Tosylates and Mesylates

Two chromatography-free and eco-friendly protocols have been developed to synthesize aryl tosylates and mesylates by the tosylation and mesylation of the corresponding hydroxyarenes, respectively. These protocols are superior to other known ones regarding

Iodine-induced synthesis of sulfonate esters from sodium sulfinates and phenols under mild conditions

An iodine-induced synthesis of sulfonate esters via cross-coupling reactions of sodium sulfinates with phenols is reported. This synthetic route is low-cost, facile, green and efficient, and could afford the target products with good to excellent yields u

Suzuki-Miyaura coupling of aryl tosylates and mesylates in water

The palladium complex (0.5 mol-%) of a water-soluble sulfonated fluorenylphosphane (cataCXium Fsulf) enables the facile Suzuki-Miyaura coupling of various (heterocyclic) aryl tosylates and aryl mesylate with various (heterocyclic) boronic acids in excellent yields (> 95%) using water as the reaction solvent.

Palladium-catalyzed amination of aryl and heteroaryl tosylates at room temperature

Mild palladium-catalyzed aminations of aryl tosylates and the first aminations of heteroaryl tosylates are described. In the presence of the combination of L2Pd(0) (L = P(o-tol)3) and the hindered Josiphos ligand CyPF-t-Bu, a variety of primary alkylamines and arylamines react with both aryl and heteroaryl tosylates at room temperature to form the corresponding secondary arylamines in high yields with complete selectivity for the monoarylamine. These reactions at room temperature occur in many cases with catalyst loadings of 0.1 mol % and 0.01 mol % in one case, constituting the most efficient aminations of aryl tosylates by nearly 2 orders of magnitude. This catalyst is made practical by the development of a convenient method to synthesize the L2Pd(0) precursor. This complex is stable to air as a solid. In contrast to conventional relative rates for reactions of aryl sulfonates, the reactions of aryl tosylates are faster than parallel reactions of aryl triflates, and the reactions of aryl tosylates are faster than parallel or competitive reactions of aryl chlorides. Copyright

Nickel-catalyzed cross-coupling reactions of benzylic zinc reagents with aromatic bromides, chlorides and tosylates

Benzylic zinc reagents prepared by direct insertion of zinc to benzylic chlorides in the presence of LiCl undergo smooth cross-coupling reactions with aromatic chlorides, bromides and tosylates using Ni(acac)2 and PPh3 as a catalyst