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Regioselective synthesis of diazaspiro[4.4]nona- and tetrazaspiro[4.5]deca-2,9-diene-6-one derivatives

✍ Scribed by Ahmad M. Farag; Yehya M. Elkholy; Korany A. Ali

Publisher
Journal of Heterocyclic Chemistry
Year
2008
Tongue
English
Weight
352 KB
Volume
45
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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Several 1,2‐diazaspiro[4,4]nona‐2,8‐diene‐6‐one derivatives were synthesised via cycloaddition of nitrilimides to 3‐aryliden‐2(3H)‐furanone derivatives. The formed products react with hydrazine hydrate to give the corresponding pyrazolecarbohydrazide derivatives which undergo intramolecure cyclization upon treatment with HCl/AcOH mixture to affored 1,2,7,8‐tetrazaspiro[4.5]deca‐2,9‐diene‐6‐one derivatives. Molecular mechanics energy minimization techniques and related structural parameters for compound 8‐(4‐methylphenyl)‐1,3,4‐triphenyl‐7‐oxa‐1,2‐diazaspiro[4.4]nona‐2,8‐diene‐6‐one 5a are reported.

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