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Advances in Synthesis and Biological Activity of Novel Derivatives Based on Five-Membered Heterocyclic Scaffolds and Their Intermediates—Second Edition

A special issue of Molecules (ISSN 1420-3049). This special issue belongs to the section "Organic Chemistry".

Deadline for manuscript submissions: 30 June 2024 | Viewed by 663

Special Issue Editors


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Guest Editor
Faculty of Pharmacy, “Carol Davila” University of Medicine and Pharmacy, 020956 Bucharest, Romania
Interests: organic chemistry; heterocycle chemistry; medicinal chemistry; organic synthesis and structure elucidation; 1,3-oxazole; N-acyl-α-amino acid; α-acylamino ketone; diphenyl sulfone scaffold
Special Issues, Collections and Topics in MDPI journals

E-Mail Website
Guest Editor

E-Mail Website
Guest Editor
Faculty of Pharmacy, “Carol Davila” University of Medicine and Pharmacy, 020956 Bucharest, Romania
Interests: organic chemistry; organic synthesis and structural analysis; medicinal chemistry; 5H-dibenzo[a,d][7]annulene; hydrazone; hydrazinecarbothioamide; 1,2,4-triazole; 1,3,4-oxadiazole
Special Issues, Collections and Topics in MDPI journals

Special Issue Information

Dear Colleagues,

Five-membered heterocyclic compounds (imidazoles, pyrazoles, oxazoles, thiazoles, triazoles, oxadiazoles, thiadiazoles, etc.) are very important in pharmaceutical and medicinal chemistry, as it is known that representatives of this class are the basis of many drugs with various therapeutic actions, including antimicrobial, antiviral, anticancer, anti-inflammatory, analgesic, and antidiabetic activities. Currently, this field is being studied extensively by a large number of researchers in order to discover and develop new pharmaceutical agents and bioactive molecules. Thus, recent progress in synthetic approaches to nitrogen-, oxygen-, and sulfur-containing five-membered heterocycles includes different synthesis protocols, such as multi-step strategies, multi-component pathways, photocatalysis, click reactions, and microwave-assisted or green synthesis, with pharmacologically potent derivatives reported.

This Special Issue aims to provide a summary of the recent advances in the synthesis and biological activity of novel derivatives based on five-membered heterocyclic scaffolds and their intermediates (N-acyl-α-amino acids, α-acylamino ketones, acyl hydrazones, acyl thioureas, hydrazinecarbothioamides, isocyanates, isothiocyanates, etc.). We invite you to contribute original research articles and/or reviews of the current scientific literature to this Special Issue of Molecules focused on the design, obtainment, and biological activity assessment of new pentatomic heterocyclic scaffolds and their intermediates.

Dr. Theodora Venera Apostol
Prof. Dr. George Mihai Nitulescu
Prof. Dr. Laura Ileana Socea
Guest Editors

Manuscript Submission Information

Manuscripts should be submitted online at www.mdpi.com by registering and logging in to this website. Once you are registered, click here to go to the submission form. Manuscripts can be submitted until the deadline. All submissions that pass pre-check are peer-reviewed. Accepted papers will be published continuously in the journal (as soon as accepted) and will be listed together on the special issue website. Research articles, review articles as well as short communications are invited. For planned papers, a title and short abstract (about 100 words) can be sent to the Editorial Office for announcement on this website.

Submitted manuscripts should not have been published previously, nor be under consideration for publication elsewhere (except conference proceedings papers). All manuscripts are thoroughly refereed through a single-blind peer-review process. A guide for authors and other relevant information for submission of manuscripts is available on the Instructions for Authors page. Molecules is an international peer-reviewed open access semimonthly journal published by MDPI.

Please visit the Instructions for Authors page before submitting a manuscript. The Article Processing Charge (APC) for publication in this open access journal is 2700 CHF (Swiss Francs). Submitted papers should be well formatted and use good English. Authors may use MDPI's English editing service prior to publication or during author revisions.

Keywords

  • bioactive heterocycles
  • heterocyclic scaffolds
  • bioisosteric heterocyclic skeletons
  • azoles
  • pyrazole
  • oxazole
  • triazole
  • oxadiazole
  • drug design
  • in silico studies

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Published Papers (1 paper)

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Research

14 pages, 2757 KiB  
Article
Room Temperature Diels–Alder Reactions of 4-Vinylimidazoles
by Brandon B. Fulton, Alexia J. Hartzell, H. V. Rasika Dias and Carl J. Lovely
Molecules 2024, 29(8), 1902; https://doi.org/10.3390/molecules29081902 - 22 Apr 2024
Viewed by 318
Abstract
In the course of studying Diels–Alder reactions of 4-vinylimidazoles with N-phenylmaleimide, it was discovered that they engage in cycloaddition at room temperature to give high yields of the initial cycloadduct as a single stereoisomer. In certain cases, the product precipitated out of [...] Read more.
In the course of studying Diels–Alder reactions of 4-vinylimidazoles with N-phenylmaleimide, it was discovered that they engage in cycloaddition at room temperature to give high yields of the initial cycloadduct as a single stereoisomer. In certain cases, the product precipitated out of the reaction mixture and could be isolated by simple filtration, thereby avoiding issues with aromatization observed during chromatographic purification. Given these results, intramolecular variants using doubly activated dienophiles were also investigated at room temperature. Amides underwent cycloaddition at room temperature in modest yields, but the initial adducts were not isolable with Nimid-benzyl-protected systems. Attempts to extend these results to the corresponding esters and hydroxamate were less successful with these substrates only undergoing cycloaddition at elevated temperatures in lower yields. Density functional theory calculations were performed to evaluate the putative transition states for both the inter- and intramolecular variants to rationalize experimental observations. Full article
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