Heterocycles p. 2197 - 2208 (1997)
Update date:2022-08-04
Topics:
Matsuda, Yoshiro
Katou, Keisuke
Nishiyori, Takanobu
Uemura, Takashi
Urakami, Maki
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).
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(1997)
