| Abstract: | A number of examples of the 6-azabicycIo3.1.0]hexane ring system have been prepared by the oxidation of N-aminophthalimide or 3-amino-2-methyl-4-quinazoIone with lead tetraacetate in the presence of variously substituted cyclopentenes. Thus, 6-phthalimidyl-6-azabicyclo3.1.0]hexane, dimethy 1–6-phthalimidyl-6-azabicyclo3.1.0]-hexane-1,5-dicarboxylate, 2,3-benzo-6-phthalimidyl-6-azabicycIo3.1.0]hexane and N-3-(2-methyl-4-quinazolyl)-6-azabicyclo 3.1.0]hexane were prepared for the first time. All of the new compounds were found to be stable in refluxing carbon tetrachloride and chlorobenzene. Refluxing 6-phthalimidyl-6-azabieyclo3,1.0]hexane in acetic acid for 24 hours resulted in quantitative rearrangement to a phthalohydrazide, 8 . |
