| Abstract: | Cyanoacetyldiazoindol‐2‐one ( 3 ), the condensation product of cyanoacetohydrazide with isatin ( 1 ), could be cyclized in acidic medium via its CN group and its enolic OH to give cyanomethyloxadiazole‐spiroindoline ( 4 ). The presence of the methylcyano side chain could be invested—through oximation, diazotization, or condensation with aldehydes—to form polyfunctional spiroindolines 5, 8–10 . Also, a second route for preparing the title compound could be achieved through a nucleophilic attack on position 3 in the isatin derivatives, followed by subsequent ring closure to give 6 and 7 . © 2002 Wiley Periodicals, Inc. Heteroatom Chem 13:207–210, 2002; Published online in Wiley Interscience (www.interscience.wiley.com). DOI 10.1002/hc.10020 |
