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The preparation and rearrangement of 2‐allylbenzimidazole
Author(s) -
Raines Stephen,
Kovacs Csaba A.
Publication year - 1967
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.5570040226
Subject(s) - chemistry , cope rearrangement , carroll rearrangement , rearrangement reaction , medicinal chemistry , computational chemistry , sigmatropic reaction , stereochemistry , organic chemistry , catalysis
This paper reports the preparation of 2‐allylbenzimidazole (I) and the facile migration of its double bond to the known isomeric 2‐propenylbenzimidazole (II). The proposed mechanisms of reactions of this type, involving a prototropic rearrangement, have been thoroughly discussed (1,2).