200216-16-6Relevant academic research and scientific papers
Synthesis of mesomeric betaines, quinoliziniumides, via back-donated 1,6-cyclization
Matsuda, Yoshiro,Katou, Keisuke,Nishiyori, Takanobu,Uemura, Takashi,Urakami, Maki
, p. 2197 - 2208 (1997)
The reaction of 3-aminopyridinium salts (4) with polarized olefins (2a,b, 3) in the presence of triethylamine yielded the corresponding 3-aminopyridinium N-allylides (5). Thermolysis of 3-aminopyridinium N-allylides (5a-c,h-j,I-n) in refluxing xylene afforded the 1,5-dipolar cyclization products, 8-aminoindolizines (6) together with the back-donated 1,6-cyclization products, quinoliziniumides (7). In addition, thermolysis of N-allylides (5a-c,h-j,I-n) in refluxing AcOH gave quinoliziniumides (7).
