7321

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

Article

Last updated: 01 Jan 2025

Subjects

-

Tags

Organic chemistry

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.

DOI

10.21608/ejchem.2018.2987.1253

Keywords

Moringa oleifera, vanillin, Phosphoranylidene, dioxaphospholane, Heterocycles

Authors

First Name

M.A.

Last Name

Abd-El-Maksoud

MiddleName

-

Affiliation

Department of and Organometalloid Chemistry, National Research Centre, 33-El-Buhouth St., P.O. 12622, Dokki, Giza, Egypt

Email

-

City

-

Orcid

-

First Name

S.A.

Last Name

Saleh

MiddleName

-

Affiliation

Horticultural Crops Technology Dept., National Research Centre, 33-El-Buhouth St., P.O. 12622, Dokki, Giza, Egypt

Email

-

City

-

Orcid

-

First Name

A.M.

Last Name

Abdallah

MiddleName

-

Affiliation

Horticultural Crops Technology Dept., National Research Centre, 33-El-Buhouth St., P.O. 12622, Dokki, Giza, Egypt

Email

-

City

-

Orcid

-

First Name

Fouad

Last Name

Soliman

MiddleName

-

Affiliation

Department of and Organometalloid Chemistry, National Research Centre, 33-El-Buhouth St., P.O. 12622, Dokki, Giza, Egypt

Email

solimanfma2@yahoo.com

City

-

Orcid

-

Volume

61

Article Issue

3

Related Issue

1396

Issue Date

2018-06-01

Receive Date

2018-02-25

Publish Date

2018-06-01

Page Start

469

Page End

478

Print ISSN

0449-2285

Online ISSN

2357-0245

Link

https://ejchem.journals.ekb.eg/article_7321.html

Detail API

https://ejchem.journals.ekb.eg/service?article_code=7321

Order

8

Type

Original Article

Type Code

297

Publication Type

Journal

Publication Title

Egyptian Journal of Chemistry

Publication Link

https://ejchem.journals.ekb.eg/

MainTitle

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

Details

Type

Article

Created At

22 Jan 2023