Chinolizine und Indolizine, XIII. Acyl-2-hydroxy-4-chinolizinone

摘要: The reaction of 2-picolylketones (1 a, b) with reactive trichlorophenyl malonates (2 a–f) leads to 1-acyl-2-hydroxy-4-quinoliziones (3 a–i) which can be easily deacylated by boiling hydrochloric acid yielding 4-quinolizinones4 a–f. 3-acetyl-2-hydroxy-4-quinolizinones6 and8 are obtained byKlosa-Ziegler acylation of4 a and7, respectively. the acetyl compound3 acetic anhydride yields 2-pyrone derivative9, whereas propionyl derivative3 g 4-pyrone10 under same conditions. Nitration of3 e does not give 1-nitro derivative12 but rather 1,3-dinitro compound11.