5100-81-2

Upstream product

• 100747-68-0 (E)-3-Phenyl-acrylic acid 2-(2-oxo-[1,3,4]oxathiazol-5-yl)-phenyl ester 
• 1076-38-6 4-hydroxy[1]benzopyran-2-one 
• 67-68-5 dimethyl sulfoxide 
• 62-53-3 aniline 
• 66-76-2 dicoumarol 

Downstream Products

• 1357063-72-9 2-(3-(hydroxymethyl)quinolin-2-yl)phenol 
• 1357063-76-3 2-(3-(azidomethyl)quinolin-2-yl)phenol 
• 1357063-77-4 N-((1-((2-(2-hydroxyphenyl)quinolin-3-yl)methyl)-1H-1,2,3-triazol-4-yl)methyl)-N-(2-iodophenyl)methanesulfonamide 
• 1357063-78-5 2-(3-(aminomethyl)quinolin-2-yl)phenol 
• 1357063-79-6 4-((2-(2-hydroxyphenyl)quinolin-3-yl)methylamino)-3-nitro-5-sulfamoylbenzoic acid 

Relevant academic research and scientific papers

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.

INTRAMOLECULAR CYCLOADDITION REACTIONS INVOLVING NITRILE SULPHIDES

ortho-(Phenylpropioloxy)benzonitrile sulphide, generated in situ by thermal decarboxylation of the oxathiazolone (1), undergoes intramolecular 1,3-dipolar cycloaddition forming the chromenoisothiazole (4a); ortho-cinnamoylbenzonitrile sulphides also yield (4), together with nitrile, chromenoquinoline and amino-chromene by-products.

A General and Practicable Synthesis of Polycyclic Heteroaromatic Compounds. Part 2. Reaction of Quinone-methides of Pyridones, Pyrimidines, Coumarin, and Benzene with Aromatic Amines in a Novel Synthesis of Polycyclic Heteroaromatic Compounds

The synthesis of polycyclic heteroaromatic compounds using the reaction of a quinone-methide, generated in situ, with an aromatic amine has been successfully extended using quinone-methides of coumarin and of pyridones.Preliminary studies with the benzenoid quinone-methide (33) have so far proved to give only low yields of the expected acridines.Generation of 'quinone-methides' in which the carbonyl is part of an amide group did not lead to polycyclic heteroaromatic compounds.