Oxidant promoted 1,3-dipolar cycloaddition of benzimidazolium ylides to alkenes for preparation of 4H-pyrrolo[1,2-a]benzimidazole

Citation
Bx. Wang et al., Oxidant promoted 1,3-dipolar cycloaddition of benzimidazolium ylides to alkenes for preparation of 4H-pyrrolo[1,2-a]benzimidazole, J HETERO CH, 37(6), 2000, pp. 1533-1537
Citations number
27
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
JOURNAL OF HETEROCYCLIC CHEMISTRY
ISSN journal
0022152X → ACNP
Volume
37
Issue
6
Year of publication
2000
Pages
1533 - 1537
Database
ISI
SICI code
0022-152X(200011/12)37:6<1533:OP1COB>2.0.ZU;2-2
Abstract
An oxidant promoted 1,3-dipolar cycloaddition of benzimidazolium ylides to alkenes was developed for the preparation of 4H-pyrrolo[1,2-a]benzimidazole derivatives in moderate yields under mild conditions. In the presence of a suitable oxidant, the most commercially available "normal" alkenes, instea d of alkynes or "abnormal" alkenes, could be used as dipolarophiles success fully. Moreover, CrO3/Et3N has been proved to be a more effective dehydroge nating reagent than MnO2 or tetrakispyridine cobalt (II) dichromate (TPCD) in this procedure.