Synthesis of N-bridgehead heterocycles from saccharide benzimidazoles.
Treatment of D-arabino-tetritol-1-yl-benzimidazole with P-toluenesulfonyl chloride (1molequiv) in pyridine, afforded the N-bridgehead heterocycles, 2R,3R,4S-trihydroxy-1:2:3:4-tetrahydropyridino[1,2-a]benzimidazole. The structure of the latter compound was determined by acylation, (1)H, and (13)C NMR spectroscopy and mass spectrometry.
Sallam
Mohammed A E
MA
Chemistry Department, Faculty of Science, Alexandria University, Alexandria, Egypt. maesallam@yahoo.com
Waagen
Viggo
V
Anthonsen
Thorleif
T
D001562:Benzimidazoles / Q000737:chemistry*; D002241:Carbohydrates / Q000737:chemistry*; D006571:Heterocyclic Compounds / Q000138:chemical synthesis*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D015394:Molecular Structure
D001562:Benzimidazoles; D002241:Carbohydrates; D006571:Heterocyclic Compounds