6-Polyfluoroacyl- and 6-trichloroacetylnorkhellins: Synthesis and reaction with aromatic amines

Abstract

Five new 6-polyhaloacylnorkhellinswere synthesized in high yields from diethoxymethyl acetate and the condensation

Reactions of 3‐Acylchromones with Heterocyclic Ketene Aminals: One‐Pot Synthesis and Phosphatase Inhibitory Activity of Fused Pyridine Derivatives

“…We prepared a series of 3‐methoxalylchromones 1a – d , 3‐aroylchromones 2a – h , and 3‐cinnamoylchromone 3 starting from readily accessible 3‐(dimethylamino)‐1‐(2‐hydroxyaryl)prop‐2‐en‐1‐ones by using a one‐pot acylation procedure (Table ) , , . Almost all the chromones used in this study were reported and described in our previous work , …”

Chemistry of fluoro-substituted β-diketones and their derivatives

“…232 Reactions of 3-polyfluoroacylchromones 154 with primary aliphatic and aromatic amines occur as 1,4-addition followed by opening of the pyran ring and cyclization to 3-alkyl(aryl)aminomethylidene-2-hydroxy-2-polyfluoroalkylchroman-4-ones 158. 233,234,238 6-Polyfluoroacylnor-kellins 154 (R 2 ± R 3 = OCH = CH) react with aliphatic amines (cyclohexylamine and benzylamine) to form only mixtures of unidentified products. 233 The reaction of 3-formylchromones with primary aromatic amines results in a mixture of 3-aryliminomethylchromone and 2-arylamino-3-arylaminomethylidenechroman-4-one that was difficult to separate.…”

“…233,234,238 6-Polyfluoroacylnor-kellins 154 (R 2 ± R 3 = OCH = CH) react with aliphatic amines (cyclohexylamine and benzylamine) to form only mixtures of unidentified products. 233 The reaction of 3-formylchromones with primary aromatic amines results in a mixture of 3-aryliminomethylchromone and 2-arylamino-3-arylaminomethylidenechroman-4-one that was difficult to separate. 239 The result of the reaction of 3-trifluoroacetylchromones 154 with ethylenediamine and o-phenylenediamine depends on the reaction conditions and the nature of the substituent in the benzene ring of chromone.…”