NEW ANIONIC CYCLIZATION OF 4-ALKYNYLAMINES AND 5-ALKYNYLAMINES - SYNTHESIS OF 2-BENZYLIDENE PYRROLIDINES AND PIPERIDINES

Citation
M. Tokuda et al., NEW ANIONIC CYCLIZATION OF 4-ALKYNYLAMINES AND 5-ALKYNYLAMINES - SYNTHESIS OF 2-BENZYLIDENE PYRROLIDINES AND PIPERIDINES, Heterocycles, 42(1), 1996, pp. 385-395
Citations number
21
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
03855414
Volume
42
Issue
1
Year of publication
1996
Pages
385 - 395
Database
ISI
SICI code
0385-5414(1996)42:1<385:NACO4A>2.0.ZU;2-U
Abstract
Treatment of 4- and 5-alkynylamines with 0.5-1.2 equiv. of butyllithiu m brought about a facile anionic cyclization, giving the corresponding enamine pyrrolidines and piperidines having an exo double bond in hig h yields. Treatment of 4-alkynamides with lithium aluminum hydride als o gave the similar enamine pyrrolidines in high yields.