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Oxidant promoted 1,3‐dipolar cycloaddition of benzimidazolium ylides to alkenes for preparation of 4 H ‐pyrrolo[1,2‐ a ]benzimidazole
Author(s) -
Wang Bingxiang,
Hu Jiaxin,
Zhang Xuechun,
Hu Yuefei,
Hu Hongwen
Publication year - 2000
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570370620
Subject(s) - chemistry , benzimidazole , cycloaddition , 1,3 dipolar cycloaddition , organic chemistry , dipole , combinatorial chemistry , medicinal chemistry , catalysis
An oxidant promoted 1,3‐dipolar cycloaddition of benzimidazolium ylides to alkenes was developed for the preparation of 4 H ‐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, instead of alkynes or “abnormal” alkenes, could be used as dipolarophiles successfully. Moreover, CrO 3 /Et 3 N has been proved to be a more effective dehydrogenating reagent than MnO 2 or tetrakispyridine cobalt (II) dichromate (TPCD) in this procedure.