Popis: |
The copper-catalysed decomposition of acetylated 1-deoxy-1-diazoketoses in the presence of indole affords acetates of higher 1-deoxy-1-(indol-3-yl)ketoses. The constitution of the products was indicated by elemental analysis, infrared and ultraviolet spectroscopy, destructive oxidation, and periodate oxidation. Deacetylation of the acetates with sodium methoxide gave the 1-deoxy-1-(indol-3-yl)ketoses, whereas, on deacetylation by ammonia, 1-deoxy-1-(indol-3-yl)ketosylamines were formed. Periodate-oxidation data indicated that the ketosylamines contain a stable, pyranoid ring. |