Sels de N ‐alcoxyquinoléinium et de N ‐alcoxyisoquinoléinium porteurs d'une fonction ester dans leur chaine alcoxyle: Synthèse et réactivité vis‐a‐vis des ions cyanure

Reaction of ethyal α‐bromoisobutyrate on quinoline 1‐oxide and isoquinoline 2‐oxide in the presence of silver perchlorate leads to the corresponding N ‐alkoxyl salts 1 and 2 . On treatment with potassium cyanide, these salts are converted into 2‐cyanoquinoline and 1‐cyanoise‐quinoline according to mode B of the Katritzky' s classification concerning the reaction of nucliophiles on N ‐alkoxypyridinium salts. When the reaction of cyanide ions were performed on salt 1 at 0° in aqueous solution the dihydro aromatic 4 was isolated. This result confirms the addition‐elimination mechanism of the reaction studied.