Synthesis of Spiropyrrolidines via 1, 3 Anionic Cycloaddition | ||
| Rafidain Journal of Science | ||
| Article 9, Volume 23, Issue 5, July 2012, Pages 94-105 PDF (0 K) | ||
| DOI: 10.33899/rjs.2012.59999 | ||
| Authors | ||
| Abdul Wahab J. Al-Hamdany; Abdul Majeed M. Dabbagh; Omar A. Shareef | ||
| Abstract | ||
| In this work, series of substituted α, β-unsaturated carbonyl compounds (A1-8) had been prepared using Claisen-Schmidt condensation. Also, series of substituted Schiff bases (N-arylidene-4-picolyamine) (B1-6) were prepared by the condensation of 4-picolyamine with various aromatic aldehydes. The reaction of the above mentioned materials (A+B) afforded the desired products [Spiropyrrolidines (S1-15)]. The reaction occurred through the formation of azallyl anion which acted as a nucleophile that has the ability to attack the exocylic double bond of chalcones through the 1,3-anionic cycloaddition mechanism to form the product. The structure for all synthesized compounds (chalcones, Schiff bases, pyrrolidines) had been confirmed by the spectral data obtained by (UV, IR, 1H-NMR) as well as the determination of physical properties. | ||
| Keywords | ||
| spiropyrrolidine; anionic cycloaddition | ||
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