62484-63-3Relevant academic research and scientific papers
Synthesis of substituted pyrroles using a silver-catalysed reaction between isocyanoacetates/benzyl isocyanides and chromones
Qi, Xueyu,Xiang, Haoyue,Yang, Yuhong,Yang, Chunhao
, p. 98549 - 98552 (2015/12/04)
A novel synthetic strategy to construct substituted-pyrroles has been developed using silver-catalysed reactions between isocyanides/benzyl isocyanides and chromones. These reactions proceed under mild conditions and yield polysubstituted pyrroles with ef
Reaction of chromone-3-carbaldehyde with α-amino acids-syntheses of 3- and 4-(2-hydroxybenzoyl)pyrroles
Figueiredo, Andrea G.P.R.,Tomé, Augusto C.,Silva, Artur M.S.,Cavaleiro, José A.S.
, p. 910 - 917 (2007/10/03)
Azomethine ylides generated from the reaction of chromone-3-carbaldehyde with α-amino acids undergo 1,5-electrocyclization reactions to afford 3- and 4-(2-hydroxybenzoyl)pyrroles. These ylides can be trapped with dipolarophiles in 1,3-dipolar cycloadditio
Benzopyrans: Part XVIII-Condensation Reactions of 4,5-Dihydro-4--2-phenyloxazol-5-ones with Nitrogen Nucleophiles
Ghosh, Chandra Kanta,Bandyopadhyay, Chandrakanta
, p. 1048 - 1053 (2007/10/02)
Though the title oxazolones (1a-c; R=H, Me and Cl) have more than one electron deficient centres, the nitrogen nucleophiles NHR2R3 bring about transamidation at their lactone function to give the amides (2) which undergo further transformation depending on the reaction conditions and the nature of R2 and R3 groups.Thus, the acrylamides (2; R2=R3=Et, R2R3= -5-, -2O2-), obtained from 1 and aliphatic secondary amines such as diethylamine, piperidine and morpholine, on refluxing in ethylene glycol afford the pyrrole-2-carboxamides (10).With diethylaminein refluxing methanol, the oxazolone 1a, however, undergoes alkoxide induced transformation to methyl pyrrole-2-carboxylate (11; R1 = H).In refluxing acetic acid, the anilide (2; R2=H, R3=Ar) undergoes cyclodehydration to the imidazolone (7), the hydrazide (2; R2 = H, R3 = NMe2) isomerises to the pyridone (8) and the hydrazide (2; R2=H, R3=NHPh) cyclises to the triazine (9).The oxazolones (1a-c) when refluxed with an equimolar or catalytic amount of an aromatic secondary or tertiary amine in ethanol produce the corresponding 2H,5H-pyranobenzopyrans (6a-c), the acrylic ester (2; OEt in place of NR2R3) sometimes contaminating the former (6).
