119388-44-2

Upstream product

• 91-63-4 2-methylquinoline 
• 93-89-0 benzoic acid ethyl ester 
• 93-58-3 benzoic acid methyl ester 
• 1613-37-2 Quinoline N-oxide 
• 7338-94-5 1,3-diphenyl-2-propynone 
• 38101-94-9 rac-1-phenyl-2-(quinolin-2-yl)ethanol 

Downstream Products

• 119225-99-9 1-phenyl-2-((2Z)-1,2,3,4-tetrahydroquinolin-2-ylidene)ethan-1-one 
• 1417305-21-5 1,1-difluoro-3-phenyl-1H-1λ⁴,11λ⁴-[1,3,2]oxazaborinino[3,4-a]quinoline 

Relevant academic research and scientific papers

Copper-Catalyzed Bisannulations of Malonate-Tethered O-Acyl Oximes with Pyridine, Pyrazine, Pyridazine, and Quinoline Derivatives for the Construction of Dihydroindolizine-Fused Pyrrolidinones and Analogues

A copper-catalyzed bisannulation reaction of malonate-tethered O-acyl oximes with pyridine, pyrazine, pyridazine, and quinoline derivatives has been developed for the concise synthesis of structurally novel dihydroindolizine-fused pyrrolidinones and their analogues. The present reaction shows excellent regioselectivity and stereoselectivity. Theoretical calculations reveal that the coordination effect of the carbonyl group in the nucleophilic substrate determines the excellent regioselectivity. Further functionalization of the generated dihydroindolizine-fused pyrrolidinone could be easily realized through substitution, Michael addition, selective aminolysis, and hydrolysis reactions.

Zinc-catalyzed C-H alkenylation of quinoline: N -oxides with ynones: A new strategy towards quinoline-enol scaffolds

A zinc-catalyzed C-H alkenylation of quinoline N-oxides with ynones has been developed to rapidly assemble a broad collection of valuable quinoline-enol organic architectures. Uncommonly, this novel reaction involves C-H functionalization, and N-O, C-C and CC bond cleavage in one operation, and leads exclusively to the formation of an enol rather than a keto product. Application of the enols generated was highlighted by further derivative transformation and preparation of a series of BODIPY analogues with high quantum yields (up to 86%). This journal is

CuII-Catalyzed Coupling with Two Ynone Units by Selective Triple and Sigma C-C and C-H Bond Cleavages

We report a new copper-catalyzed [2 + 2 + 1] annulation process through the selective cleavage of sigma and triple C-C and C-H bonds using two ynone units. This new methodology involves breaking multiple chemical bonds in a single operation, including CC, C-C, C-H, and N-O. These high-value adducts lead to a diverse collection of synthetically challenging trisubstituted indolizines by the simultaneous engagement of different bond-breaking events and show excellent fluorescence in green aqueous solutions.

Tandem Pd-Catalyzed Intermolecular Allylic Alkylation/Allylic Dearomatization Reaction of Benzoylmethyl pyridines, Pyrazines, and Quinolines

An efficient synthesis of nitrogen-containing heterocycles via Pd-catalyzed tandem allylic alkylation and dearomatization reactions was reported. In this reaction design, heteroarenes such as pyridines, pyrazines, and quinolines serve as bis-nucleophiles by installing a benzoyl group at the C2 benzylic position. With but-2-ene-1,4-diyl dimethyl dicarbonate as the bis-electrophile, the tandem Pd-catalyzed intermolecular allylic alkylation/allylic dearomatization reaction of benzoylmethyl-substituted heteroarenes has been developed. 2,3-Dihydroindolizine, 6,7-dihydropyrrolo[1,2-a]pyrazine, and 1,2-dihydropyrrolo[1,2-a]quinolin derivatives were obtained in moderate to good yields.

Study on the structureeproperty relationship in a series of novel BF2 chelates with multicolor fluorescence

A series of multicolor fluorescent N,O-bidentate BF2 complexes with variable ligand structures have been synthesized. These complexes exhibit the solvent-independent optical properties and large Stoke shifts. The electrochemical measurements demonstrate that all these chelates are better electron acceptors than the commonly used material Alq3. A qualitative structureeproperty relationship among these complexes has been established on the ground of the experimental data along with the density functional theory (DFT) calculations. The theoretically calculated results are in good agreement with those obtained by the experimental determinations.

Highly enantioselective iridium-Catalyzed hydrogenation of 2-Benzylquinolines and 2-Functionalized and 2,3-disubstituted quinolines

The enantioselective hydrogenation of 2-benzylquinolines and 2-functionalized and 2,3-disubstituted quinohnes was developed by using the [Ir(COD)Cl]2/bisphosphine/I2 system with up to 96% ee. Moreover, mechanistic studies revealed the hydrogenation mechanism of quinoline involves a 1,4-hydride addition, isomerization, and 1,2-hydride addition, and the catalytic active species may be a Ir(III) complex with chloride and iodide.