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
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.