180198-63-4Relevant academic research and scientific papers
Preparation of aza-analogs of aplysinopsins and zwitterionic by reactions of heterocumulenes in naphthyridine's series
Delmas, Gregory,Deplat, Patricia,Chezal, Jean Michel,Chavignon, Olivier,Gueiffier, Alain,Blache, Yves,Chabard, Jean Louis,Dauphin, Gerard,Teulade, Jean Claude
, p. 1229 - 1241 (2007/10/03)
Imidazo[1,2-a][1,8]naphthyridines (9a,b) having the carbodiimide moiety on the position 1 lead to (Z)-aza-aplysinopsins (10a,b) by solid supported reaction on neutral alumina. By flash chromatography these heterocumulenes are stereospecifically converted to the corresponding methoxyimidazol-4-ones (11a,b) in good yields. In contrast, tandem aza-Wittig-cyclization reaction of imidazo[1,2-a][1,8]naphthyridine (13) having iminophosphorane moiety on the position 2 gives zwitterionic compounds (14a,b, 15) by N-annulation under thermal conditions.
