3792-93-6

Upstream product

• 403-42-9 1-(4-fluorophenyl)ethanone 
• 552-89-6 2-nitro-benzaldehyde 
• 63072-14-0 1-(4-fluorophenyl)-2-(triphenyl-λ⁵phosphanylidene)ethanone 
• 403-29-2 2-bromo-4'-fluoroacetophenone 
• 456-03-1 1-(4-fluorophenyl)propan-1-one 
• 552-16-9 ortho-nitrobenzoic acid 

Downstream Products

• 323-91-1 2-(4-fluoro-phenyl)-quinoline 
• 1016275-44-7 (S)-2-(4-fluorophenyl)-1,2,3,4-tetrahydroquinoline(S)-2-(4-fluorophenyl)-1,2,3,4-tetrahydroquinoline 
• 1190876-74-4 (R)-2-(4-fluorophenyl)-1,2,3,4-tetrahydroquinoline 
• 1452830-89-5 [1-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-5-(2-nitrophenyl)-1H-1,2,3-triazol-4-yl](4-fluorophenyl)methanone 

Relevant academic research and scientific papers

Enantioselective Synthesis of Tetrahydroquinolines via One-Pot Cascade Biomimetic Reduction?

A novel and efficient protocol for the synthesis of chiral tetrahydroquinoline derivatives with excellent enantioselectivities and high yields has been developed through one-pot cascade biomimetic reduction. The detailed reaction pathway includes the acid-catalyzed and ruthenium-catalyzed formation of aromatic quinoline intermediates and biomimetic asymmetric reduction.

Visible-light driven synthesis of polycyclic benzo[: D] [1,3]oxazocine from 2-aminochalcone

Herein, we report a tandem cycloisomerization/nucleophilic addition/cyclization of 2-amino chalcone with bifunctional nucleophiles driven by visible light. This cascade process is realized by the irradiation of a blue LED at room temperature, which provides a concise route to structurally diverse benzo[d][1,3]oxazocine scaffolds. Mechanistic studies show that the reaction is initiated with the E to Z isomerization of a C-C double bond upon the irradiation of visible light, followed by cyclization/rearomatization to generate a transient quinolinium intermediate, which is trapped by the nucleophile and cyclized to produce the polycyclic benzo[d][1,3]oxazocine.

Tandem Cyclization?Annulation of α-Acidic Isocyanides with 2-Methyleneaminochalcones: Synthesis of Pyrrolo[2,3-c]quinoline Derivatives

Tandem cyclization-annulation of tosylmethyl isocyanide and isocyanoacetate with 2-methyleneaminochalcones as aza-1,5-dielectrophiles has been successfully developed. These domino transformations feature simultaneous formation of three bonds and two rings

Visible-Light Induction/Br?nsted Acid Catalysis in Relay for the Enantioselective Synthesis of Tetrahydroquinolines

An efficient method merging Br?nsted acid catalysis with visible-light induction for the highly enantioselective synthesis of tetrahydroquinolines has been developed. This mild process directly transforms 2-aminoenones into 2-substituted tetrahydroquinolines with excellent enantioselectivities through a relay visible-light-induced cyclization/chiral phosphoric acid-catalyzed transfer hydrogenation reaction.

Synthesis of 2-Substituted Quinolines from 2-Aminostyryl Ketones Using Iodide as a Catalyst

A new protocol for the synthesis of 2-substituted quinolines from 2-aminostyryl ketones has been developed using iodide as a nucleophilic catalyst. Conjugate addition of iodide to 2-aminostyryl ketones yielded the corresponding β-iodoketones, which could have a conformation where the amino and carbonyl groups are proximal through free rotation about the Cα-Cβ single bond. Subsequent condensation between the amino and carbonyl groups followed by elimination of hydrogen iodide provided the corresponding quinolines, with regeneration of the iodide catalyst.

On-Water Synthesis of 2-Substituted Quinolines from 2-Aminochalcones Using Benzylamine as the Nucleophilic Catalyst

On-water synthesis of 2-substituted quinolines from 2-aminochalcone derivatives was developed using benzylamine as the nucleophilic catalyst. Various 2-aminochalcones could be applied to this protocol, and the desired 2-substituted quinoline products were isolated in excellent yields by simple filtration. Furthermore, we elucidated the role of benzylamine in this transformation and provided the detailed reaction mechanism. This protocol has several additional advantages, such as simple operation, broad substrate scope, good functional group tolerance, easy product isolation, recycling of the catalyst, and gram-scale synthesis.

Blue-light-promoted carbon-carbon double bond isomerization and its application in the syntheses of quinolines

A blue-light-promoted carbon-carbon double bond isomerization in the absence of any photoredox catalyst is reported. It provides rapid access to a series of quinolines in good to excellent yields under simple aerobic conditions. The protocol is direct, catalyst-free and operationally convenient.

Asymmetric synthesis of CF3-containing tetrahydroquinoline: Via a thiourea-catalyzed cascade reaction

An organocatalytic asymmetric method for the synthesis of 2-CF3 tetrahydroquinoline has been achieved. The cascade reaction of 2-aminochalcones with β-CF3 nitroalkenes afforded the products bearing three contiguous stereogenic centers in good yields with excellent diastereoselectivities and enantioselectivities.

Redox-Neutral Access to Sultams from 2-Nitrochalcones and Sulfur with Complete Atom Economy

A catalyst-free, redox-neutral, and completely atom-economical synthesis of sultams by simply heating 2-nitrochalcones with elemental sulfur in 3-picoline or N-methylmorpholine is described. The S-N, C-S, and S=O bonds of the sulfonamide are efficiently f

Organocatalyzed aerobic oxidative Robinson-type annulation of 2-isocyanochalcones: expedient synthesis of phenanthridines

A DBU-catalyzed aerobic oxidative Robinson annulation of 2-isocyanochalcones with active methylene ketones was developed for the expedient synthesis of phenanthridines in high to excellent yields. This unprecedented multistep domino reaction represents a