66876-13-9

Upstream product

• 536-74-3 phenylacetylene 
• 536-90-3 m-Anisidine 
• 1268830-48-3 3-methoxy-N-(1-phenylethylidene)aniline 
• 98-86-2 acetophenone 

Relevant academic research and scientific papers

Cyclic (amino)(aryl)carbenes (CAArCs) as strong σ-donating and π-accepting ligands for transition metals

Cyclic (amino)(aryl)carbenes (CAArCs) result from the replacement of the alkyl substituent of cyclic (alkyl)(amino) carbenes (CAACs) by an aryl group. This structural modification leads to enhanced electrophilicity of the carbene center with retention of

A heterogeneous catalytic and solvent-free approach to 1,2-dihydroquinoline derivatives from aromatic amines and alkynes by tandem hydroarylation-hydroamination

This study describes a mesoporous aluminosilicate (ASM) catalyst-induced one-step synthesis of substituted dihydroquinolines through a hydroarylation/hydroamination cascade reaction under solvent-free conditions. A sol-gel method was utilized to prepare t

Synthesis and biological activity of fibrate-based acyl- and alkyl-phenoxyacetic methyl esters and 1,2-dihydroquinolines

A series of highly potent antihyperlipidemic agents constituted by a fibrate-based structure was recently reported by our group, whose synthesis started from isovanillin derivatives. In the interest of evaluating the bioisosteric effect of the vanillin-based isomers on their antihyperlipidemic activity, the present study focuses on the synthesis of 5-acyl-1-phenoxyacetic methyl esters 5a–c and their saturated side-chain 5-alkyl-1-phenoxyacetates 6a–c. Their strong in vivo effect was associated with the inhibition of HMG-CoA reductase. Since 1,2-dihydroquinolines inhibit this enzyme, a series of such heterocycles (9a–d) was prepared by our efficient regioselective, one-step, solvent-free method. Apart from showing hypolipidemic activity in vivo, some of the compounds displayed antifungal, antioxidant and cytotoxic activity in vitro. The binding mode of four compounds at the active site of HMGRh was examined with docking simulations, observing an interaction with most of the amino acids targeted by simvastatin.

Rhodium-catalyzed ortho C-H bond activation of arylamines for the synthesis of quinoline carboxylates

The rhodium catalyzed annulation of anilines with alkynic esters allowing for the high-yield synthesis of quinoline carboxylates with excellent regioselectivity is described. This unprecedented reaction employs either formic acid as the C1 source and reductant or copper(ii) as the oxidant and is proposed to proceed via rhodacycle of in situ generated amide and enamine ester followed by ortho C-H activation of arylamines with rhodium as the catalyst.

[Cp?RhCl2]2-catalyzed alkyne hydroamination to 1,2-dihydroquinolines

[Cp?RhCl2]2 catalyzes the formation of 1,2-dihydroquinolines from the reaction of two terminal alkynes and an aniline. This reaction is believed to proceed via an alkyne hydroamination followed by an alkyne insertion.

Regioselective synthesis of 1,2-dihydroquinolines by a solvent-free MgBr2-catalyzed multicomponent reaction

A highly efficient and regioselective synthesis of 1,2-dihydroquinolines via a multicomponent reaction between an aniline and two ketones is described. This reaction was catalyzed by magnesium bromide and carried out under solvent-free conditions. When the reaction was performed by using 3-substituted anilines and nonsymmetrically substituted ketones, principally a single product was found among the four expected regioisomers. A variety of anilines and ketones, including cyclic ketones, were evaluated providing a series of 1,2-dihydroquinolines with diverse substitution patterns. A study of the mechanism is discussed. There is evidence of the in situ formation of the imine as a result of the reaction between the aniline and one of the ketones, before annulation to the heterocyclic ring.

Synthesis of substituted 1,2-dihydroquinolines and quinolines from aromatic amines and alkynes by gold(I)-catalyzed tandem hydroamination-hydroarylation under microwave-assisted conditions

Equation Presented A method to efficiently prepare substituted 1,2-dihydroquinolines and quinolines by Au(I)-catalyzed tandem hydroamination-hydroarylation under microwave irradiation was developed. This method requires short reaction time (10-70 min) and

2,2-Dimethyl-7-amine-alkoxy-4-aryltetra-hydroquinaline derivatives

Compounds of the formula (I): STR1 and salts thereof wherein X is a group: STR2 R is hydrogen, methyl or ethyl; R1 is phenyl or naphthyl or phenyl substituted by fluorine, chlorine, bromine, methyl, methoxy or trifluoromethyl; R2 is hydrogen or methyl; R3 is hydrogen, methyl, ethyl or benzyl; R4 is hydrogen or methyl; and R5 is hydrogen or methyl; have been found to be mood modifying agents and anorexic agents.