1,3-dipolar cycloaddition of 1-phenylpropa-1, 2-diene with pyridinium dicyanomethylides : 1-phenylpropa-1, 2-diene as a synthetic equivalent of 1-phenylpropyne

Authors
Matsumoto, K Tanaka, N Uchida, T Ikemi, Y Hayashi, N Aoyama, K Kakehi, A
Citation
K. Matsumoto et al., 1,3-dipolar cycloaddition of 1-phenylpropa-1, 2-diene with pyridinium dicyanomethylides : 1-phenylpropa-1, 2-diene as a synthetic equivalent of 1-phenylpropyne, HETEROCYCLE, 54(2), 2001, pp. 611
Citations number
21
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
54
Issue
2
Year of publication
2001
Database
ISI
SICI code
0385-5414(20010201)54:2<611:1CO12W>2.0.ZU;2-M
Abstract
Pyridinium dicyanomethylides (1)underwent 1, 3-dipolar cycloaddition with 1 -phenyl-propa-1,2-diene (2) to give a mixture of 3-cyano-2-methyl-1-phenyli ndolizines (4) and 3cyano-1-methyl-2-phenylindolizines (5), accompanied by dehydrocyanation and 1,3-sigmatropic hydrogen shift.