7348-53-0

Upstream product

• 50-00-0 formaldehyd 
• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 104-94-9 4-methoxy-aniline 
• 66646-97-7 4-((4-methoxyphenyl)amino)-2H-chromen-2-one 
• 68-12-2 N,N-dimethyl-formamide 
• 50329-91-4 4-chloro-3-formylcoumarin 
• 10349-38-9 p-methoxyphenylisonitrile 
• 19501-58-7 4-methoxyphenylhydrazine hydrochloride 
• 67-68-5 dimethyl sulfoxide 

Downstream Products

• 1377321-91-9 2-(3-(hydroxymethyl)-6-methoxyquinolin-2-yl)phenol 

Relevant academic research and scientific papers

Facile synthesis of chromeno[4,3-b]quinolin-6-ones from unexpected reactions of aryl isocyanides with 4-chloro-2-oxo-2H-chromene-3-carbaldehyde

The facile synthesis of chromenol[4,3-b]quinolin-6-ones from unexpected reactions of aryl isocyanide with 4-chloro-2-oxo-2H-chromene-3-carbaldehyde was investigated. The reaction was studied with 4-chloro-2-oxo-2H-chromene-3- carbaldehyde, which was selected as suitable substrate for reaction development. This reaction represents a highly efficient and practical route to chromeno[4,3-b]quinolin-6-ones. The efficiency of the process will make it potentially attractive for library construction.

Electrooxidative Metal-Free Cyclization of 4-Arylaminocoumarins with DMF as C1-Source

An environmentally-benign electrochemical approach for the construction of quinoline derivatives employing N,N-dimethylformamide (DMF) as the methine source has been devised by cyclization of 4-(phenylamino)-2H-chromen-2-ones. In a user-friendly undivided cell, 6H-chromeno[4,3-b]quinolin-6-ones were obtained under chemical oxidant-free and transition-metal-free conditions in 43–92% yields with high functional tolerance. (Figure presented.).

NH4OAc-promoted cascade approach towards aberrant synthesis of chromene-fused quinolinones

A concise cascade strategy for the synthesis of 6H-chromeno[4,3-b]quinolin-6-ones was developed from 4-hydroxycoumarins and arylhydrazine hydrochlorides in DMSO. The synthetic strategy relies on dual role of ammonium acetate in generating 4-aminophenyl coumarin from arylhydrazine via aryl radical formation, and Csp2-H formylation of coumarin using DMSO as a methine source. The strategy is scalable, and an array of arylhydrazine hydrochlorides delivered chromene-fused quinolinones in good to excellent yields.

Copper-Catalyzed Cyclization for Access to 6H-Chromeno[4,3-b]quinolin-6-ones Employing DMF as the Carbon Source

The first example of the copper-catalyzed cyclization of 4-(phenylamino)-2H-chromen-2-ones employing the N-methyl moiety of DMF as the source of the methine (CH) group has been developed, providing an efficient synthetic pathway to access novel functional

Synthesis and biological evaluation of 6H-1-benzopyrano[4,3-b] quinolin-6-one derivatives as inhibitors of colon cancer cell growth

A convenient synthesis of 6H-1-benzopyrano[4,3-b]quinolin-6-one derivatives was reported using 4-chloro-2-oxo-2H-chromene-3-carbaldehyde with different aromatic amines using silica sulfuric acid. The compounds were tested for their anticancer activity against colon (HCT-116 and S1-MI-80), prostate (PC3 and DU-145), breast (MCF-7 and MDAMB-231) cancer cells. These compounds showed more selectivity and potent cytotoxic activity against colon cancer cells. 3c was tested against five other colon cancer cell lines (HT-29, HCT-15, LS-180, LS-174, and LoVo), which had similar cytotoxicity and selectivity. 3c did not induce PXR-regulated ABCB1 or ABCG2 transporters. In fact, 3c induced cytotoxicity in HEK293 cells over expressing ABCB1 or ABCG2 to the same extent as in normal HEK293 cells. It was cytotoxic approximately 3- and 5-fold to resistant colon carcinoma S1-MI-80 cells. 3c also produced concentration-dependent changes in HCT-116 colon cancer cells, in mitochondrial membrane potential, leading to apoptosis, and submicromolar concentrations caused chromosomal DNA fragmentation.

Carbohydrate hydrolyzing enzymes inhibitory and free radical scavenging activities of substituted 2H-chromene-3-carboxylates, 2H-chromenyl Knoevenagel derivatives and 6H-chromenoquinolinones

Three series of compounds namely ethyl 2-hydroxy-2-(trifluoromethyl)-2H-chromene-3-carboxylates 3a-q, 2H-chromenyl Knoevenagel derivatives 7a-j and 6H-chromenoquinolinones 9a-l have been prepared. The synthesized compounds 3a-q, 7a-j and 9a-g have been screened for anti-oxidant and anti-diabetic activity. Compound 3i shows the most potent ABTS inhibitory activity when compared to trolox. Compounds 3b, 3d, 3j and 3l show α-amylase inhibitory activity.

Carbohydrate hydrolyzing enzymes inhibitory and free radical scavenging activities of substituted 2H-chromene-3-carboxylates, 2H-chromenyl Knoevenagel derivatives and 6H-chromenoquinolinones

Three series of compounds namely ethyl 2-hydroxy-2-(trifluoromethyl)-2H-chromene-3-carboxylates 3a-q, 2H-chromenyl Knoevenagel derivatives 7a-j and 6H-chromenoquinolinones 9a-l have been prepared. The synthesized compounds 3a-q, 7a-j and 9a-g have been screened for anti-oxidant and anti-diabetic activity. Compound 3i shows the most potent ABTS inhibitory activity when compared to trolox. Compounds 3b, 3d, 3j and 3l show α-amylase inhibitory activity.

Ultrasound mediated catalyst free synthesis of 6H-1-benzopyrano[4,3-b] quinolin-6-ones leading to novel quinoline derivatives: Their evaluation as potential anti-cancer agents

A facile and catalyst free synthesis of 6H-1-benzopyrano[4,3-b]quinolin-6- ones has been accomplished via the reaction of 4-chloro-2-oxo-2H-chromene-3- carbaldehyde with various aromatic amines in the presence of ultrasound. Some of these compounds were c

Synthesis and crystal structure analysis of substituted 2-(3-(hydroxymethyl)quinolin-2-yl)phenol derivatives

Two novel quinoline derivatives e.g. 2-(3-(hydroxymethyl)-7-methylquinolin- 2-yl)phenol (1) and 2-(3-(hydroxymethyl)-6-methoxyquinolin-2-yl)phenol (2) were synthesized. These compounds were characterized by IR, 1H NMR and mass spectroscopy. The

An efficient ultrasound promoted catalyst-free protocol for the synthesis of chromeno[4,3-b]quinolin-6-ones

A convenient, catalyst-free protocol for the quantitative synthesis of fused chromeno[4,3-b]quinolin-6-ones has been developed by simple one-pot reaction of substituted anilines with 4-chloro-3-formylcoumarin using ultrasound irradiation. The protocol offers the advantages of mild reaction conditions, short reaction times and high yields. Indian Academy of Sciences.