Synthesis of certain spiro compounds.
The synthesis of certain N-substituted azaspirodiones and azaspiranes is described. Fusing equimolecular amounts of 2-oxaspiro [4.4]nonane-1.3-dione with a number of amino compounds afforded the corresponding N-substituted azaspirodiones. However, with certain o-substituted anilines, no condensation took place. Reduction of the N-haloaryl azaspirodiones gave the corresponding oxygen free compounds. Other azaspiranes were isolated as the quaternary methiodides. Applying the Mannich conditions to 2-azaspiro[4.4]nonane-1.3-dione yielded the N-Mannich bases.
D055598:Chemical Phenomena; D002621:Chemistry; D008352:Mannich Bases / Q000138:chemical synthesis; D010084:Oxidation-Reduction; D013141:Spiro Compounds / Q000138:chemical synthesis*
D008352:Mannich Bases; D013141:Spiro Compounds