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Synthesis 1988; 1988(11): 871-876
DOI: 10.1055/s-1988-27733
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2H-Benzimidazoles (Isobenzimidazoles); Part 4.1 Nucleophilic Substitution of 5,6-Dichloro-2H-benzimidazole-2-spirocyclohexane

Brian Iddon* , Andrew G. Robinson, H. Suschitzky
  • *The Ramage Laboratories, Department of Chemistry and Applied Chemistry, University of Salford, Salford, M5 4WT, England
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Publication Date:
20 August 2002 (online)

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Reaction conditions for mono- or di-substitution of the chloro substituents in 5,6-dichloro-2H-benzimidazole-2-spirocyclohexane (4) by various nucleophiles (RNH2, R2NH, RS-, RO-) are reported. Conversion of 4-morpholino-5-phenylsulphonyl-2H-benzimidazole-2-spirocyclohexane 17 into other heterocycles, 2,1,3-selenodiazole 19, benzimidazole 20, and quinoxaline 21 are also described.