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Proceeding Paper

Aryl Itaconic Acids from Aryl Aldehydes and (Triphenylphosphoranylidene)succinic Anhydride via a One-Pot Ring-Opening–Wittig Olefination–Hydrolysis Reaction †

by
Vijo Poulose
1,
Salama Almheiri
1,
Noura Alwahedi
1,
Arwa Alzeyoudi
1,
Maryam Aghaei
1,
Sreeraj Gopi
2,3 and
Thies Thiemann
1,*
1
Department of Chemistry, College of Science, United Arab Emirates University, P.O. Box 15551, Al Ain 20004, United Arab Emirates
2
Molecules Biolabs, Kinfra, Koratty 680309, Kerala, India
3
Faculty of Chemistry, Gdansk University of Technology, 80-222 Gdansk, Poland
*
Author to whom correspondence should be addressed.
†
Presented at the 28th International Electronic Conference on Synthetic Organic Chemistry (ECSOC-28), 15–30 November 2024; Available online: https://sciforum.net/event/ecsoc-28.
Chem. Proc. 2024, 16(1), 37; https://doi.org/10.3390/ecsoc-28-20117
Published: 14 November 2024
(This article belongs to the Proceedings of The 28th International Electronic Conference on Synthetic Organic Chemistry)
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Abstract

(Triphenylphosphoranylidene)succinic anhydride, which is prepared from triphenylphosphine and maleic anhydride and is itself not reactive towards aryl aldehydes, is ring-opened with methanol to methyl (triphenylphosphoranylidene)succinate. In one pot, the newly formed phosphorane is reacted with aryl aldehydes to methyl aryl itaconates, which are subsequently hydrolyzed with aqueous sodium hydroxide to aryl itaconic acids. The biological activity of 12 aryl itaconic acids thus prepared against four gram-positive and four gram-negative bacterial strains has been studied.
Keywords: itaconic acids; one-pot synthesis; Wittig reaction; anti-bacterial studies itaconic acids; one-pot synthesis; Wittig reaction; anti-bacterial studies

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MDPI and ACS Style

Poulose, V.; Almheiri, S.; Alwahedi, N.; Alzeyoudi, A.; Aghaei, M.; Gopi, S.; Thiemann, T. Aryl Itaconic Acids from Aryl Aldehydes and (Triphenylphosphoranylidene)succinic Anhydride via a One-Pot Ring-Opening–Wittig Olefination–Hydrolysis Reaction. Chem. Proc. 2024, 16, 37. https://doi.org/10.3390/ecsoc-28-20117

AMA Style

Poulose V, Almheiri S, Alwahedi N, Alzeyoudi A, Aghaei M, Gopi S, Thiemann T. Aryl Itaconic Acids from Aryl Aldehydes and (Triphenylphosphoranylidene)succinic Anhydride via a One-Pot Ring-Opening–Wittig Olefination–Hydrolysis Reaction. Chemistry Proceedings. 2024; 16(1):37. https://doi.org/10.3390/ecsoc-28-20117

Chicago/Turabian Style

Poulose, Vijo, Salama Almheiri, Noura Alwahedi, Arwa Alzeyoudi, Maryam Aghaei, Sreeraj Gopi, and Thies Thiemann. 2024. "Aryl Itaconic Acids from Aryl Aldehydes and (Triphenylphosphoranylidene)succinic Anhydride via a One-Pot Ring-Opening–Wittig Olefination–Hydrolysis Reaction" Chemistry Proceedings 16, no. 1: 37. https://doi.org/10.3390/ecsoc-28-20117

APA Style

Poulose, V., Almheiri, S., Alwahedi, N., Alzeyoudi, A., Aghaei, M., Gopi, S., & Thiemann, T. (2024). Aryl Itaconic Acids from Aryl Aldehydes and (Triphenylphosphoranylidene)succinic Anhydride via a One-Pot Ring-Opening–Wittig Olefination–Hydrolysis Reaction. Chemistry Proceedings, 16(1), 37. https://doi.org/10.3390/ecsoc-28-20117

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