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25663

Efficient One-pot microwave-assisted Synthesis and Spectroscopic Characterization of Novel Antitumor and Antimicrobial Hydroxypyrrolidin2-ones

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Last updated: 03 Jan 2025

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Abstract

A microwave-assisted, chemoselective synthesis of the novel antitumor and antimicrobial (3E)-5-hydroxy-1-isopropyl-3-[(5-methyl-2-thienyl)methylene]-5-phenylpyrrolidin-2-one has been achieved via assisted microwave solvent-free one-pot reaction of (3E)-3-[(5-methyl-2-thienyl)methylene]-5-phenylfuran-2(3H)-one with amines, urea and thiourea. The products are obtained in significant purity, yield, and eco-friendly reaction conditions. The structural formula of the products is confirmed by their spectroscopic characterizations.  A mechanism is proposed in which an intramolecular nucleophilic attack takes place on the carbonyl carbon by the lone pair of electrons on the nitrogen atom, leading to ring closure with proton transfer to oxygen forming the hydroxyl group.    

DOI

10.21608/jsrs.2018.25663

Keywords

microwave, antitumor, Antimicrobial, pyrrolidin-2-one, furan-2(3H)-one, urea, thiourea

Authors

First Name

eman

Last Name

mohamed azmy

MiddleName

azmy

Affiliation

chemistry, faculty of women, ain shams university, cairo, egypt

Email

eman.azmy@women.asu.edu.eg

City

cairo

Orcid

-

First Name

Boshra

Last Name

Awad

MiddleName

M.

Affiliation

Department of Chemistry, Faculty of Women for Arts, Science, and Education, Ain Shams University, Heliopolis, Cairo, Egypt

Email

awadboshra1@gmail.com

City

-

Orcid

-

First Name

Halima

Last Name

Hefni

MiddleName

A.

Affiliation

Department of Chemistry, Faculty of Women for Arts, Science, and Education, Ain Shams University, Heliopolis, Cairo, Egypt

Email

-

City

-

Orcid

-

First Name

Hanaa

Last Name

Saad

MiddleName

A.

Affiliation

Department of Chemistry, Faculty of Women for Arts, Science, and Education, Ain Shams University, Heliopolis, Cairo, Egypt

Email

-

City

-

Orcid

-

First Name

Affaf

Last Name

Eltoukhy

MiddleName

M.

Affiliation

Department of Chemistry, Faculty of Women for Arts, Science, and Education, Ain Shams University, Heliopolis, Cairo, Egypt

Email

-

City

-

Orcid

-

First Name

Ahmed.

Last Name

Mabied

MiddleName

F.

Affiliation

X-Ray Crystallography Lab., Solid State Physics Department, National Research Centre, Dokki, Giza, Egypt

Email

-

City

-

Orcid

-

Volume

35

Article Issue

part 1

Related Issue

2138

Issue Date

2018-08-01

Receive Date

2019-01-22

Publish Date

2018-08-01

Page Start

203

Page End

217

Print ISSN

2356-8364

Online ISSN

2356-8372

Article File

JSRS_Volume 35_Issue part 1_Pages 203-217.pdf

PDF . 654.8kB

Link

https://jsrs.journals.ekb.eg/article_25663.html

Detail API

https://jsrs.journals.ekb.eg/service?article_code=25663

Order

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Type

Original Article

Type Code

656

Publication Type

Journal

Publication Title

Journal of Scientific Research in Science

Publication Link

https://jsrs.journals.ekb.eg/

MainTitle

Efficient One-pot microwave-assisted Synthesis and Spectroscopic Characterization of Novel Antitumor and Antimicrobial Hydroxypyrrolidin2-ones

Details

Type

Article

Created At

22 Jan 2023