94526-53-1Relevant articles and documents
Umpolung of o-Phenylenediamines by Conversion into Izobenzimidazole. An Expedient Approach to Heterocycles with Nucleophilic Substituents
Davies, Kathryn E.,Domany, George E.,Farhat, Mahmoud,Herbert, John A. L.,Jefferson, Alan M.,et al.
, p. 2465 - 2475 (2007/10/02)
Isobenzimidazole-2-spirocyclohexane (1) can be made to react with nitrogen, oxygen, sulphur, and carbon nucleophiles to give mono- and di-substituted derivatives.On reductive ring-opening the correspondingly substituted o-phenylenediamine is obtained.The scope of this synthetic principle has been studied and the reaction used to prepare various heterocycles with substituents that are difficult to introduce by conventional methods.Selenadiazole or its 4-chloro and 4,5-dichloro derivatives were found to be unsuitable alternatives to (1).