5443-79-8

Upstream product

• 529-23-7 o-aminobenzaldehyde 
• 614-21-1 2-nitroacetophenone 
• 78105-37-0 2-chloro-3-nitroquinoline 
• 98-80-6 phenylboronic acid 
• 1622312-65-5 3-fluoro-3-nitro-2-phenyl-3,4-dihydroquinoline 
• 552-89-6 2-nitro-benzaldehyde 
• 16714-25-3 2-azidobenzaldehyde 
• 102-96-5 (2-nitroethenyl)benzene 
• 5153-67-3 nitrostyrene 
• 271-58-9 anthranil 

Downstream Products

• 109130-61-2 10-benzyl-10H-indolo[3,2-b]quinoline 
• 1607448-82-7 4-methyl-N-(2-phenylquinolin-3-yl)benzenesulfonamide 
• 1607449-12-6 (2S,3S)-2-phenyl-1,2,3,4-tetrahydroquinolin-3-amine 
• 1607449-13-7 C₂₂H₂₁⁽²⁾HN₂O₂S 
• 1622312-65-5 3-fluoro-3-nitro-2-phenyl-3,4-dihydroquinoline 
• 1643786-42-8 2-((2R,3R)-2-phenyl-1,2,3,4-tetrahydroquinolin-3-yl)isoindoline-1,3-dione 
• 1620395-12-1 2-((S,3S)-2-phenyl-1,2,3,4-tetrahydroquinolin-3-yl)isoindoline-1,3-dione 
• 102594-89-8 2-(2-phenylquinolin-3-yl)isoindoline-1,3-dione 
• 36710-53-9 2-phenyl-quinolin-3-ylamine 

Relevant academic research and scientific papers

Copper Catalyzed Synthesis of 3-Nitro-Quinolines from Nitro-Olefins and Anthranils: Its Application in the Synthesis of Quindoline

Copper-catalyzed routes have been achieved for the synthesis of 3-nitroquinolines from readily available nitroolefins and anthranils. This reaction proceeds via the [4+2] cycloaddition between anthranils and nitro-styrenes under mild reaction conditions to obtain biologically important heterocycles. A wide range of diversely substituted nitro-olefins and anthranils are successfully employed in this reaction to access a series of 3-nitro-quinolines in 81–93% yields. The synthetic utility of the present methodology is also illustrated in this manuscript. (Figure presented.).

Copper-Catalyzed Synthesis of 3-NO2 Quinolines from o-Azidobenzaldehyde and Nitro-olefins and its Application in the Concise Synthesis of Quindolines

An efficient copper-catalyzed cyclization of o-azidobenzaldehyde and nitro-olefins was developed. This reaction proceeds under solvent-free conditions and displays broad functional group compatibility and affords 3-nitroquinolines in good to excellent yields. The synthetic utility of this strategy is illustrated by the concise construction of quindolines in only three steps, which renders the reaction more practical. (Figure presented.).

Synthesis of fluorinated heteroaromatics through formal substitution of a nitro group by fluorine under transition-metal-free conditions

An efficient and transition-metal-free approach was developed to access a series of fluorinated heteroaromatics in moderate to excellent yields. This one-pot procedure features a triple-relay transformation of rapid dearomatization, fluorination, and rearomatization processes, which represents a conceptually novel strategy of combining partial hydrogenation and electrophilic fluorination.

Bifunctional acid-base ionic liquid for the one-pot synthesis of fine chemicals: Thioethers, 2H-chromenes and 2H-quinoline derivatives

A bifunctional organocatalyst with ionic liquid properties and with an optimized distance between the acid and basic sites efficiently activates electron deficient olefins for 1,4 conjugated addition, which can be incorporated in different one-pot transformations for the preparation of cyclic and acyclic compounds of biological and synthetic interest. More specifically, the catalyst can be successfully applied for different carbon-carbon (CC) and carbon-heteroatom (C-N, C-O, C-S) bond forming reactions integrated in a cascade sequence. The activity of the organocatalyst has been compared with that of structurally related monofunctional and bifunctional catalysts. The most attractive features of this procedure are the high atom economy and the use of inexpensive starting materials as well as the use of an environmentally friendly catalyst that can be easily recovered due to its ionic liquid properties.

First synthesis of benzopyridoiodolium salts and twofold Buchwald-Hartwig amination for the total synthesis of quindoline

The first synthesis of cyclic benzopyridoiodolium salts is described. These hypervalent iodine intermediates are used in an efficient strategy for the construction of the -carboline core. This novel approach involves a twofold palladium-catalyzed Buchwald

An Investigation of the Reaction of 2-Aminobenzaldehyde Derivatives with Conjugated Nitro-olefins: An Easy and Efficient Synthesis of 3-Nitro-1,2-dihydroquinolines and 3-Nitroquinolines

2-Aryl-3-nitro-1,2-dihydroquinolines 3 were prepared from the reaction of β-nitrostyrenes 2 and 2-aminobenzaldehyde 1 in the presence of DABCO. Not only β-nitrostyrenes but other alkyl nitro olefins also can be used in this reaction as well. When DDQ or silica gel was added to a solution of 3-nitro-1,2-dihydroquinolines 3, 3-nitro-2-substituted-quinolines 4 were obtained. When 2-aminobenzaldehyde derivatives 7 and 12 were reacted with β-nitrostyrenes 2, unique rearrangement products were produced.