Synthesis of New Spiropyrrolidines and Michael Addition Products Using Phase Transfer Catalyzed Addition of Schiff Bases to 9-Arylmethylenefluorenes

Popandova-Yambolieva, K.

doi:10.1135/cccc19940489

Cited by 5 publications

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“…A mixture of Schiff bases (0.01 mole) and chalcone (0.01 mole) was magnetically stirred in the presence of (3 ml) of (0.01mole) alcoholic sodium hydroxide solution (Popandova et al, 1989). The mixture was allowed to stand overnight, water (100 ml) was then added to the reaction mixture.…”

Section: Condensation Of Chalcones With Schiff Basesmentioning

confidence: 99%

Synthesis of Spiropyrrolidines via 1, 3 Anionic Cycloaddition

Al-Hamdany¹,

Dabbagh²,

Shareef³

2012

RJS

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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, 1 H-NMR) as well as the determination of physical properties.

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Section: Condensation Of Chalcones With Schiff Basesmentioning

confidence: 99%