Synthesis of benzimidazoles containing a fused alicyclic ring by Rhodium - catalysed hydroformylation of N-alkenyl-1,2-diaminobenzenes

Despina Anastasiou, Eva M. Campi, Hassan Chaouk, W. Roy Jackson

Research output: Contribution to journalArticleResearchpeer-review

62 Citations (Scopus)

Abstract

Rhodium-catalysed reactions of N-alkenyl-1,2-diaminobenzenes(3) with hydrogen and carbon monoxide give benzimidazoles containing a fused alicyclic ring ((8) and (9)) in excellent yields. In some cases intermediate bicyclic compounds can be isolated and the 1H and 13C n.m.r. spectra of one of these, the 3,4,5,6-tetrahydro-4-methyl-3H-1,6-benzodiazocine (6), shows evidence for unusual atropisomerism.

Original languageEnglish
Pages (from-to)7467-7478
Number of pages12
JournalTetrahedron
Volume48
Issue number36
DOIs
Publication statusPublished - 4 Sep 1992

Cite this