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Usage

Uses

Used in Cancer Therapy:
11H-Indeno[1,2-b]quinoline is used as an anti-neoplastic agent for its capacity to induce apoptosis and inhibit cell growth in cancer cells. Its mechanism of action involves targeting DNA topoisomerase II, thereby disrupting the essential processes of DNA replication and transcription, which are vital for tumor progression.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 11H-Indeno[1,2-b]quinoline serves as a subject of research for the development of novel therapeutic agents. Its anti-inflammatory properties and potential to modulate key biological pathways make it a candidate for further exploration in drug discovery, particularly for conditions that may benefit from its unique biochemical interactions.
Used in Mutagenesis and Carcinogenesis Studies:
11H-Indeno[1,2-b]quinoline is utilized in scientific research to study mutagenesis and carcinogenesis due to its mutagenic properties and potential to cause DNA damage and tumor formation. This helps in understanding the mechanisms of chemical carcinogenesis and the development of strategies to prevent or mitigate the harmful effects of such compounds.

Upstream product

• 98030-19-4 11H-indeno[1,2-b]quinoline-10-carboxylic acid 
• 51813-43-5 2-(2-amino-benzylidene)-indan-1-one 
• 529-23-7 o-aminobenzaldehyde 
• 83-33-0 inden-1-one 
• 91-22-5 quinoline 
• 95-46-5 2-methylphenyl bromide 
• 144463-84-3 2-(2'methylphenyl)-quinoline-3,4-dicarboxylic anhydride 
• 35639-26-0 10-chloro-11H-indeno-[1,2-b]-quinoline 
• 33334-08-6 1H-indazol-1-amine 
• 26260-02-6 2-iodobenzaldehyde 
• 51813-43-5 (E)-2-(2-aminobenzylidene)-2,3-dihydro-1H-inden-1-one 
• 5344-90-1 2-Aminobenzyl alcohol 
• 6351-10-6 1-Indanol 
• 16714-25-3 2-azidobenzaldehyde 

Downstream Products

• 6626-66-0 10H-indeno[1,2-b]quinolin-10-one 
• 612-96-4 2-Phenylquinoline 
• 6626-65-9 11H-indeno<1,2-b>quinolin-11-ol 
• 124-38-9 carbon dioxide 
• 133348-05-7 2-phenylquinoline-3-carboxylic acid 
• 170954-08-2 2-[2]quinolyl-benzoic acid 

Relevant academic research and scientific papers

Pincerlike manganese complex and preparation method thereof, related ligand and preparation method thereof, catalyst composition and application

The invention discloses a pincerlike manganese complex, a preparation method thereof, a ligand for preparation, a preparation method of the ligand, a catalyst composition taking the complex as an active component and application of the catalyst composition. According to the pincerlike manganese complex, a cycloalkyl ring is introduced into a ligand framework, and by regulating and controlling the cyclic tension, flexibility and steric hindrance of the cycloalkyl ring, the reactivity and stability of the manganese metal center can be effectively adjusted, and the catalytic activity and substrate applicability of a manganese metal system are remarkably improved. The catalyst composition taking the pincerlike manganese complex as an active component has the advantages of high catalyst activity, wide substrate application range, mild reaction conditions and the like in the process of preparing quinoline or pyridine derivatives by catalyzing dehydrogenation coupling reaction of o-amino aromatic alcohol or gamma-amino alcohol, ketone or secondary alcohol; and the synthesis advantages of low cost and stable performance are embodied, the operation is simple, and the yield is high.

Direct synthesis of ring-fused quinolines and pyridines catalyzed byNNHY-ligated manganese complexes (Y = NR2or SR)

Four cationic manganese(i) complexes, [(fac-NNHN)Mn(CO)3]Br (Mn-1-Mn-3) and [(fac-NNHS)Mn(CO)3]Br (Mn-4) (whereNNHis a 5,6,7,8-tetrahydro-8-quinolinamine moiety), have been synthesized and evaluated as catalysts for the direct synthesis of quinolines and pyridines by the reaction of a γ-amino alcohol with a ketone or secondary alcohol;NNHS-ligatedMn-4proved the most effective of the four catalysts. The reactions proceeded well in the presence of catalyst loadings in the range 0.5-5.0 mol% and tolerated diverse functional groups such as alkyl, cycloalkyl, alkoxy, chloride and hetero-aryl. A mechanism involving acceptorless dehydrogenation coupling (ADC) has been proposed on the basis of DFT calculations and experimental evidence. Significantly, this manganese-based catalytic protocol provides a promising green and environmentally friendly route to a wide range of synthetically important substituted monocyclic, bicyclic as well as tricyclicN-heterocycles (including 50 quinoline and 26 pyridine examples) with isolated yields of up to 93%.

OLIGOAZAFLUORENE MONOMER

PROBLEM TO BE SOLVED: To provide an oligoazafluorene monomer that exhibits optical properties, heat resistance, thermal stability and good solubility. SOLUTION: The oligoazafluorene monomer is represented by the general formula (1) in the figure. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT

A nickel catalyzed acceptorless dehydrogenative approach to quinolines

A general, efficient and environmentally benign, one-step synthesis of substituted quinoline derivatives was achieved by acceptorless dehydrogenative coupling of o-aminobenzylalcohols with ketones and secondary alcohols catalyzed by a cheap, earth abundant and easy to prepare nickel catalyst [Ni(MeTAA)], featuring a tetraaza macrocyclic ligand (tetramethyltetraaza[14]annulene (MeTAA)). A wide variety of substituted quinolines were synthesized in high yields starting from readily available o-aminobenzylalcohols and ketones or secondary alcohols. A few controlled reactions were carried out to establish the acceptorless dehydrogenative nature of the reactions.

Phosphine-Free NNN-Manganese Complex Catalyzed α-Alkylation of Ketones with Primary Alcohols and Friedl?nder Quinoline Synthesis

Herein, we report a very simple and inexpensive catalytic system based on Earth's abundant transition metal manganese and on a bench-stable phosphine-free NNN-pincer ligand for an atom-efficient α-alkylations of ketones with primary alcohols via hydrogen-autotransfer C?C bond formation protocol. The precatalyst could be generated in situ and could be activated by using catalytic amount of base under milder conditions. A range of ketones were efficiently diversified with a broad range of primary alcohols in good to excellent isolated yields. Remarkably, this catalyst could also be employed for the synthesis of quinoline derivatives using 2-aminobenzyl alcohol as an alkylating agent. The later reaction is highly benign producing only hydrogen and water as byproducts. (Figure presented.).

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.

Efficient Synthesis of Quinolines via a Knoevenagel/Staudinger/aza-Wittig Sequence

A simple and efficient method for the construction of quinoline derivatives from 2-azidobenzaldehyde and various carbonyl compounds was developed. The process involves a Knoevenagel condensation of 2-azidobenzaldehyde with carbonyl compound and subsequently an intramolecular normal Staudinger/aza-Wittig reaction to form the quinolone ring in satisfactory yields.

An efficient synthesis of quinolines via copper-catalyzed C-N cleavage

An efficient method to synthesize substituted quinolines from ketones and 2-amino benzylamines is described. Copper-catalyzed C-N cleavage of amines followed by condensation with ketones deliver quinolines in moderate to high yields. The broad scope of su

Deproto-metallation using mixed lithium-zinc and lithium-copper bases and computed CH acidity of 2-substituted quinolines

2-Substituted quinolines were synthesized, and their deproto-metallation using the bases prepared by mixing LiTMP with either ZnCl2TMEDA (1/3 equiv.) or CuCl (1/2 equiv.) was studied. With phenyl and 2-naphthyl substituents, the reaction occurred at the 8 position of the quinoline ring, affording the corresponding iodo derivatives or 2-chlorophenyl ketones using the lithium-zinc or the lithium-copper combination, respectively. With a 4-anisyl substituent, a dideprotonation at the 8 and 3′ position was noted using the lithium-zinc base. With 3-pyridyl, 2-furyl and 2-thienyl substituents, the reaction took place on the substituent, at a position adjacent to its heteroatom. 2-Chlorophenyl-2-phenyl-8-quinolyl ketone could be cyclized under palladium catalysis. The experimental results were analyzed with the help of the CH acidities of the substrates, determined in THF solution using the DFT B3LYP method.

An N-heterocyclic carbene-catalyzed approach to the indirect Friedl?nder quinoline synthesis

Quinolines have been obtained through the indirect Friendl?nder annulation starting from 2-aminobenzyl alcohol or derivatives from it and ketones catalyzed by N-heterocyclic carbene, and the synthesis of polysubstituted quinolines through a one-pot, two-step tandem reaction starting from readily available ketones and alcohols via alpha-alkylation and indirect Friedl?nder annulation under air also has been presented.