The treatment of aminochromene 9 with equimolar amounts of the phosphorane 2b in toluene

March 11, 2024

• Title:       

  The treatment of aminochromene 9 with equimolar amounts of the phosphorane 2b in toluene

• Image Source:

  Chemistry of phosphorus ylides: Part 41 synthesis of antimicrobial agents from the reaction of aminoantipyrine, coumarin- And quinoline-carbaldehyde with phosphacumulene and phosphaallene ylides

• Mark:

  Scheme 2

• Associated context:

  The phosphonium ylide 10a undergoes intramolecular Wittig reaction to give the pyridinone 11a. When the aminochromene 9 was treated with equimolar amounts of the phosphorane 2b in toluene at the reflux temperature, two products, namely, N-(3-formyl-2-oxo-2H-chromen-4-yl)-2-(triphenyl-λ5-phosphanylidene)acetamide  (10b), 1H-chromeno[4,3-b]pyridine-2,5-dione (11b) were obtained, together with triphenylphosphane oxide (Scheme 2).