83640-70-4

Upstream product

• 107969-78-8 methyl benzylidenepyruvate 
• 104-94-9 4-methoxy-aniline 
• 536-74-3 phenylacetylene 
• 147749-35-7 2-(4-methoxyphenylamino)acetic acid methyl ester 
• 100-42-5 styrene 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 100-41-4 ethylbenzene 
• 124156-20-3 (4-methoxyphenyl-benzylidene)-carbamic acid methyl ester 
• 19938-96-6 1-phenyl-1-(2-amino-5-methoxyphenyl)ethylene 
• 100-52-7 benzaldehyde 

Relevant academic research and scientific papers

Cascade embedding triethyltryptophanium iodide ionic liquid (TrpEt3+I?) on silicated titanomagnetite core (Fe3-xTixO4-SiO2@TrpEt3+I?): A novel nano organic–inorganic hybrid to prepare a library of 4-substituted quinoline-2-carboxylates and 4,6-disubstituted quinoline-2-carboxylates

A library of substituted quinolone-2-carboxylates (4,6-disubstituted quinolone-2-carboxylates, 6-substituted quinoline dialkyl-2,4-dicarboxylates, and 6-substituted 4-[2-methoxy-2-oxoethyl]quinoline-2-methylcarboxylates) was obtained through different scopes of one-pot and one-step MCRs such as (a) three-component reaction of aromatic amines, dialkyl acetylenedicarboxylates, and terminal alkenes/ketones; (b) pseudo three-component reaction of anilines and dialkyl acetylenedicarboxylates; and (c) pseudo three-component reaction of anilines and methyl propiolate under solvent-free conditions at 100°C. The promoter of these annulation processes is a novel inorganic–organic core–shell that was obtained from silicated titanomagnetite, tryptophan amino acid, and ethyl iodide. The tryptophan embedded on the silicated titanomagnetite core (Fe3-xTixO4-SiO2) followed by alkylation with ethyl iodide subsequently result in in situ preparation of triethyltryptophanium iodide ionic liquid (TrpEt3+I?). The final nanohybrid (Fe3-xTixO4-SiO2@TrpEt3+I?) was characterized by field-emission scanning electron microscope, EDAX, FT-IR, TGA/DTG, vibrating sample magnetometer, and X-ray fluorescence techniques. The highlighted features of the protocol are as follows: (a) synthesis of a vast range of substituted quinolines through a straightforward method from simple substrates under solvent-free conditions, (b) utilizing various scopes of functionalities as substrates, (c) simple separation of the nano promoter via an external magnet, (d) regioselectivity in the cascade annulation procedure, and (e) recovery and reusability of the nanocomposite within three runs without significant activity loss.

Visible-light-enabled aerobic oxidative Csp3-H functionalization of glycine derivatives using an organic photocatalyst: Access to substituted quinoline-2-carboxylates

A practical visible-light-induced aerobic oxidative dehydrogenative coupling reaction of glycine derivatives with olefins has been developed to efficiently synthesize quinoline-2-carboxylates. This metal-free process proceeds smoothly under mild condition

One-Pot Synthesis of Highly Substituted Quinolines in Aqueous Medium and Its Application for the Synthesis of Azalignans

A new one-pot method has been developed for the synthesis of highly substituted quinoline derivatives from α-amino ketone derivatives/glycine esters/glycine amide and aromatic/aliphatic alkynes/alkenyl esters using molecular I2, K2CO3, and tetra butyl ammonium bromide (TBAB) and sodium dodecyl sulfate (SDS) surfactant combination in water at room temperature within 30–50 min. in moderate to good yields. This protocol has advantages like oxidant free, aqueous medium, simple operation, tolerance of various substrates, and useful for the synthesis of bioactive aza-lignans.

One-pot synthesis of 2,4-disubstituted quinolines via silver-catalyzed three-component cascade annulation of amines, alkyne esters and terminal alkynes

Described herein is a new and general method for one-pot synthesis of 2,4-disubstituted quinolines via silver-catalyzed [3 + 1 + 2] annulation of simple amines, alkyne esters and terminal alkynes. The versatile transformation might initiate with the facil

Method for synthesizing quinoline compounds through double-oxidation dehydrocyclization reaction

The invention provides a method for synthesizing quinoline compounds through a double-oxidation dehydrocyclization reaction. The method comprises the following steps: with N-arylglycine derivatives, ethylbenzene and derivatives thereof as raw materials, copper salt as a catalyst and DDQ as a dehydrogenating agent, reacting at 60-90 DEG C for 5-18 hours under the action of an oxidant; after completion of reaction, performing column chromatography separation to obtain target products. By the method, reaction reagents are low in price and easy to obtain, reaction steps are simple and short, a synthesis condition is mild, the reaction speed is high, the reaction yield is relatively high, the product purity is good, posttreatment is simple and convenient and the industrial production cost can be effectively reduced; therefore, the method is suitable for industrial production.

Double-Oxidative Dehydrogenative (DOD) [4 + 2]-Cyclization/Oxidative Aromatization Tandem Reaction of Glycine Derivatives with Ethylbenzenes

The double-oxidative dehydrogenative (DOD) cyclization represents one of the most straightforward and atom-economical methods for cyclic structure formation. A Cu(II)/DDQ/O2 system-catalyzed DOD [4 + 2]-annulation/oxidative aromatization tandem reaction of readily available glycine derivatives and alkylbenzenes was established. This approach facilitates rapid access to a broad scope of substituted quinoline-2-carboxylate derivatives, an important motif in drug discovery. The reaction could feasibly be applied to a 10 gram-scale synthesis.

Cleavage of C-C Bonds for the Synthesis of C2-Substituted Quinolines and Indoles by Catalyst-Controlled Tandem Annulation of 2-Vinylanilines and Alkynoates

The strategy for the synthesis of C2-substituted indoles and quinolines from 2-vinylanilines and alkynoates through C-C bond cleavage is developed. With these general methods, 2-substituted indoles and quinolines can be accessed via tandem Michael addition and cyclization with no requirement of oxidant. This strategy not only provides a method for the synthesis C2-substituted indoles in good yields through the simultaneous cleavage of C=C and C=C bonds under metal-free conditions but also provides a simple method for the generation of the C2-substituted quinolines in moderate yields via Pd-catalyzed C=C bond cleavage.

Method for synthesizing quinoline derivative

The invention provides a method for synthesizing a quinoline derivative. Aromatic amine, electrophilic alkyne and alkyne are sequentially added into a reaction vessel according to the molar ratio of 1:1:(1.2-4), solvent is added according to the proportion that 2-4 mL of solvent is added into 1 mmol of aromatic amine, then catalyst silver trifluoromethanesulfonate (AgOTf) with the molar weight being 0.8-5% that of aromatic amine and additive trifluoromethanesulfonic acid (HOTf) with the molar weight being 1.8-10% that of aromatic amine are added, reaction is conducted for 8-24 h at 100-120 DEG C in oil bath, the product is cooled to room temperature, water is added, the product is extracted three times with ethyl acetate, organic layers are combined, decompressive condensing is conducted, the product is subjected to column chromatography purification, and the product, namely the quinoline derivative, is obtained. The quinoline derivative has the advantages that reaction substrates are low in price, the yield is high, selectivity is good, separation and purification are easy, pollution is little, and steps are simple.

Visible-Light-Induced Photocatalytic Aerobic Oxidative Csp3-H Functionalization of Glycine Derivatives: Synthesis of Substituted Quinolines

A visible-light induced photocatalytic aerobic oxidative dehydrogenative coupling/aromatization tandem reaction of glycine esters with unactivated alkenes has been accomplished. This visible light-driven protocol has been successfully applied to a broad s

An efficient route to quinolines and other compounds by iron-catalysed cross-dehydrogenative coupling reactions of glycine derivatives

A simple method has been developed for functionalizing glycine derivatives by iron-catalysed cross-dehydrogenative coupling (CDC) reactions. In particular, N-arylglycine derivatives reacted with alkynes by oxidative C-H/C-H coupling reactions to provide a