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

Wang Bingxiang | Zendy; Hu Jiaxin | Zendy; Zhang Xuechun | Zendy; Hu Yuefei | Zendy; Hu Hongwen | Zendy

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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.

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