<abstract xmlns="http://www.w3.org/1999/xhtml">

<p>Eight chalcone analogs were prepared through an aldol condensation starting from 4-(benzyloxy)benzaldehyde and either less common acetophenones or a few selected heteroaryl methyl ketones. The reaction has been performed through the classical approach that employs an alkali as catalyst for five chalcone analogs, while a variant that uses piperidine as basic catalyst was employed for the other three chalcone analogs. The structure of the resulting enones has been established by NMR spectroscopy. Photoinduced dimerization of a selected benzyloxy-substituted chalcone analog under irradiation with UV light for periods of time ranging from 30 minutes to 24 h has also been monitored using NMR spectroscopy. Analysis of the results demonstrated the presence of the <italic>E</italic> isomer of the chalcone analog along with three regioisomeric cyclobutanes in the irradiated sample.</p>
</abstract>

Eight chalcone analogs were prepared through an aldol condensation starting from 4-(benzyloxy)benzaldehyde and either less common acetophenones or a few selected heteroaryl methyl ketones. The reaction has been performed through the classical approach that employs an alkali as catalyst for five chalcone analogs, while a variant that uses piperidine as basic catalyst was employed for the other three chalcone analogs. The structure of the resulting enones has been established by NMR spectroscopy. Photoinduced dimerization of a selected benzyloxy-substituted chalcone analog under irradiation with UV light for periods of time ranging from 30 minutes to 24 h has also been monitored using NMR spectroscopy. Analysis of the results demonstrated the presence of the E isomer of the chalcone analog along with three regioisomeric cyclobutanes in the irradiated sample.

Novel chalcone analogs derived from 4-(benzyloxy)benzaldehyde

Department of Polycondensation and Thermostable Polymers

Ovidius University Annals of Chemistry

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

{"article-title":"Novel chalcone analogs derived from 4-(benzyloxy)benzaldehyde"}

Eight chalcone analogs were prepared through an aldol condensation starting from 4-(benzyloxy)benzaldehyde and either less common acetophenones or a few...

Novel chalcone analogs derived from 4-(benzyloxy)benzaldehyde

Publié en ligne: 17 nov. 2023

Pages: 112 - 120

Reçu: 28 sept. 2023

Accepté: 06 nov. 2023

DOI: https://doi.org/10.2478/auoc-2023-0015

Mots clés
Claisen–Schmidt, enone, reactive intermediate, photodimerization, cyclobutane

© 2023 Mihaela Balan-Porcăraşu et al., published by Sciendo

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

Novel chalcone analogs derived from 4-(benzyloxy)benzaldehyde

Publié en ligne: 17 nov. 2023

Pages: 112 - 120

Reçu: 28 sept. 2023

Accepté: 06 nov. 2023

DOI: https://doi.org/10.2478/auoc-2023-0015

Mots clésClaisen–Schmidt, enone, reactive intermediate, photodimerization, cyclobutane

© 2023 Mihaela Balan-Porcăraşu et al., published by Sciendo

This work is licensed under the Creative Commons Attribution-NonCommercial-NoDerivatives 3.0 License.

Mots clés
Claisen–Schmidt, enone, reactive intermediate, photodimerization, cyclobutane