Comparative Study on the Reaction of Organophosphorus Reagents with Vanillin from Moringa Oleifera Plant. Synthesis of Phosphoranylidenepyranone, Dioxaphospholane and Butenethione Derivatives of Anticipated Antitumor Agents
Abd-El-Maksoud, M., Saleh, S., Abdallah, A., Soliman, F. (2018). Comparative Study on the Reaction of Organophosphorus Reagents with Vanillin from Moringa Oleifera Plant. Synthesis of Phosphoranylidenepyranone, Dioxaphospholane and Butenethione Derivatives of Anticipated Antitumor Agents. EKB Journal Management System, 61(3), 469-478. doi: 10.21608/ejchem.2018.2987.1253
M.A. Abd-El-Maksoud; S.A. Saleh; A.M. Abdallah; Fouad Soliman. "Comparative Study on the Reaction of Organophosphorus Reagents with Vanillin from Moringa Oleifera Plant. Synthesis of Phosphoranylidenepyranone, Dioxaphospholane and Butenethione Derivatives of Anticipated Antitumor Agents". EKB Journal Management System, 61, 3, 2018, 469-478. doi: 10.21608/ejchem.2018.2987.1253
Abd-El-Maksoud, M., Saleh, S., Abdallah, A., Soliman, F. (2018). 'Comparative Study on the Reaction of Organophosphorus Reagents with Vanillin from Moringa Oleifera Plant. Synthesis of Phosphoranylidenepyranone, Dioxaphospholane and Butenethione Derivatives of Anticipated Antitumor Agents', EKB Journal Management System, 61(3), pp. 469-478. doi: 10.21608/ejchem.2018.2987.1253
Abd-El-Maksoud, M., Saleh, S., Abdallah, A., Soliman, F. Comparative Study on the Reaction of Organophosphorus Reagents with Vanillin from Moringa Oleifera Plant. Synthesis of Phosphoranylidenepyranone, Dioxaphospholane and Butenethione Derivatives of Anticipated Antitumor Agents. EKB Journal Management System, 2018; 61(3): 469-478. doi: 10.21608/ejchem.2018.2987.1253

Comparative Study on the Reaction of Organophosphorus Reagents with Vanillin from Moringa Oleifera Plant. Synthesis of Phosphoranylidenepyranone, Dioxaphospholane and Butenethione Derivatives of Anticipated Antitumor Agents

Egyptian Journal of Chemistry
Article 8, Volume 61, Issue 3, May and June 2018, Page 469-478  XML PDF (552.7 K)
Document Type: Original Article
DOI: 10.21608/ejchem.2018.2987.1253
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Authors
M.A. Abd-El-Maksoud1; S.A. Saleh2; A.M. Abdallah2; Fouad Soliman email 1
1Department of and Organometalloid Chemistry, National Research Centre, 33-El-Buhouth St., P.O. 12622, Dokki, Giza, Egypt
2Horticultural Crops Technology Dept., National Research Centre, 33-El-Buhouth St., P.O. 12622, Dokki, Giza, Egypt
Abstract
Vanillin which can be isolated from Moringa oleifera plant was allowed to react with different nucleophilic organophosphorus reagents. Treatment of 4-hydroxy-3-methoxybenzaldehyde (vanillin) with the active phosphacumulene ylides (N-phenyliminovinylidene)- and (2-oxovinylidene)-triphenylphosphorane afforded the homocyclic phosphoranylidene-cyclobutylidenes. On the other hand, its reaction with the satabilized phosphoniumylide, acetylmethylenetriphenylphosphorane gave the corresponding butenone, which reacted with the active phosphacumulene to give finally the pyran derivative. Next, the phenyliminophenol derivative was obtained from the reaction of vanillin with the iminophosphorane. Moreover, dioxaphospholane oxide was isolated from the reaction of vanillin with hexamethylphosphorus triamide. Finally, the butenethione was generated from the reaction of Japanese reagent with vanillin.
Keywords
Moringa oleifera; vanillin; Phosphoranylidene; dioxaphospholane; Heterocycles
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