Inverse electron-demand 1,3-dipolar cycloaddition reactions of cyclooctynewith pyridinium bis(methoxycarbonyl)methylides

Authors
Matsumoto, K Hayashi, N Ikemi, Y Toda, M Uchida, T Aoyama, K Miyakoshi, Y
Citation
K. Matsumoto et al., Inverse electron-demand 1,3-dipolar cycloaddition reactions of cyclooctynewith pyridinium bis(methoxycarbonyl)methylides, J HETERO CH, 38(2), 2001, pp. 371-377
Citations number
31
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF HETEROCYCLIC CHEMISTRY
ISSN journal
0022152X → ACNP
Volume
38
Issue
2
Year of publication
2001
Pages
371 - 377
Database
ISI
SICI code
0022-152X(200103/04)38:2<371:IE1CRO>2.0.ZU;2-E
Abstract
Cyclooctyne underwent 1,3-dipolar cycloaddition with pyridinium bis(methoxy -carbonyl)methylides to afford the corresponding indolizines (8-methoxycarb onyl-7-azatricyclo[7.6.0.0(2,7)]pentadeca-1,3,5,8-tetraenes) in good to mod erate yields, Some molecular orbital considerations are also described on t his reaction compared with the results on the reaction of pyridinium dicyan omethylides with cyclooctyne.