123147-35-3

Upstream product

• 1191-99-7 2,3-dihydro-2H-furan 
• 67-56-1 methanol 
• 780-21-2 N-(4-chlorobenzylidene)aniline 
• 100-52-7 benzaldehyde 
• 106-47-8 4-chloro-aniline 
• 109-99-9 tetrahydrofuran 

Relevant academic research and scientific papers

Niobium pentachloride catalyzed multicomponent povarov reaction

A single-step method for the synthesis of furan- and pyranoquinoline derivatives through multicomponent Povarov reactions between aniline derivatives, benzaldehyde and two different enol ethers (2,3-dihydrofuran and 3,4-dihydropyran) using niobium pentach

Electrochemical Synthesis of Tetrahydroquinolines from Imines and Cyclic Ethers via Oxidation/Aza-Diels-Alder Cycloaddition

Electrochemical synthesis of cyclic ether-annulated tetrahydroquinolines from imines and cyclic ethers in an undivided cell under constant current conditions was developed. The electrosynthesis proceeds via the enol ether formation from ethers following the aza-Diels-Alder [4+2] cycloaddition. The method is applicable to a wide range of imines and results in the desired products in yields of 23 to 75%. In situ preparation of imines from the corresponding anilines and aldehydes led to mostly the same yields of tetrahydroquinolines. No cycloaddition products were formed using the chemical oxidants. Synthesized cyclic ether-annulated tetrahydroquinolines exhibit high antifungal activity, which is superior to the commercial fungicide Triadimefon. (Figure presented.).

Halogen Bond-Catalyzed Povarov Reactions

The use of a bidentate halogen bond donor to catalyse Povarov reactions of imines derived from aryl adehydes and anilines is reported. Dienophiles used in these reactions included 2,3-dihydrofuran, N-vinyl-2-pyrrolidone and N-Cbz-protected 2,3-dihydropyrr

One-pot cascade synthesis of pyrano/furanotetrahydroquinolines through povarov reaction catalyzed by Fe(NO3)3@Al2O3

Fe(NO3)3@Al2O3 was synthesized as a green heterogeneous catalyst for Povarov reaction toward the one-pot cascade synthesis of cis- and trans-tetrahydroquinolines from aryl amines, aryl aldehydes, and electron-rich olefins (dihydropyran/dihydrofuran) under thermal conditions. The reaction is diastereoselective with trans product formed in preponderance. The products were characterized by 1H NMR, 13C NMR, IR, ESIMS, and elemental analysis. The characterization of Fe(NO3)3@Al2O3 was made by various techniques such as Fourier-transform infrared, inductively coupled plasma-atomic emission spectroscopy, X-ray diffraction, energy dispersive X-ray, scanning electron microscope, transmission electron micrographs, TGA, and vibrating sample magnetometer. High catalytic activity, easy recovery and reusability, eco-benign nature, and thermal and chemical stabilities are the key properties of the catalyst that makes it attractive from the viewpoint of green chemistry.

Synthesis method of 1, 2, 3, 4-tetrahydroquinoline derivatives

The invention discloses a synthesis method of 1, 2, 3, 4-tetrahydroquinoline derivatives and belongs to the technical field of chemistry and chemical engineering. The synthesis method comprises that three components undergo a Povarov reaction in the prese

Sodium Salts of Anionic Chiral Cobalt(III) Complexes as Catalysts of the Enantioselective Povarov Reaction

The sodium salts of anionic chiral cobalt(III) complexes (CCC?Na+) have been found to be efficient catalysts of the asymmetric Povarov reaction of easily accessible dienophiles, such as 2,3-dihydrofuran, ethyl vinyl ether, and an N-protected 2,3-dihydropyrrole, with 2-azadienes. Ring-fused tetrahydroquinolines with up to three contiguous stereogenic centers were thus obtained in high yields, excellent diastereoselectivities (endo/exo up to >20:1), and high enantioselectivities (up to 95:5 e.r.).

Radical cation salts induced aza-diels-alder reaction: Synthesis of hexahydrofuro[3,2-c]-quinoline derivatives

Aza-Diels-Alder reaction between imines and 2,3-dihydrofuran under radical cation induced conditions was achieved and series of hexahydrofuro[3,2-c] quinoline derivatives was prepared. The stereoselectivity was affected by the substituents on imines, whic

Simple and practical synthesis of pyrano- and furano[3,2-c]-quinoline derivatives under non-Lewis acid catalysis

One-pot synthesis of substituted pyrano- and furano[3,2-c]quinoline derivatives from appropriately substituted anilines, substituted benzaldehydes and dienophiles via Povarov reaction catalyzed by HCl-ethanol were reported. Good to excellent yields with h

Ferric sulfate [Fe2(SO4)3·xH 2O]: An efficient heterogeneous catalyst for the synthesis of tetrahydroquinoline derivatives using Povarov reaction

Fe2(SO4)3·xH2O can be used as an efficient and reusable catalyst for the synthesis of pyrano- and furanotetrahydroquinolines via one-pot three-component Povarov reaction involving aromatic aldehydes, aromatic am

Imino Diels-Alder reactions: One-pot synthesis of tetrahydroquinolines

An efficient synthesis of tetrahydroquinoline derivatives is reported via three component coupling reactions of aldehydes and anilines with various dienophiles in the presence of a catalytic amount of perchloric acid adsorbed on silica gel (HClO4/su