SYNTHESIS OF NOVEL SPIROHETEROCYCLES THROUGH 1,3-DIPOLAR CYCLOADDITION OF AZOMETHINE YLIDES WITH TRIARYLIDENEACETYLACETONE THROUGH DECARBOXYLATION

Triarylideneacetylacetone undergoes regioselective 1,3-dipolar cycloaddition reactions with azomethine ylide derived from isatin and L-proline/sarcosine/octahydro-1H-indole-2-carboxylic acid by decarboxylation, affording a series of spiroheterocycles. This one-pot, three-component tandem reaction is efficient and yields novel spiroheterocylic compounds in good yields. The structure and stereochemistry of the cycloadduct have been established by single-crystal x-ray and spectroscopic techniques.