molecules-logo

Journal Browser

Journal Browser

Aziridine Chemistry

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

Deadline for manuscript submissions: closed (31 May 2021) | Viewed by 10000

Special Issue Editor


E-Mail Website
Guest Editor
Department of Chemistry, Hankuk University of Foreign Studies, Yongin, Kyunggi-Do 449-791, Korea
Interests: aziridine; heterocycles; synthetic methodology; amines; synthesis; natural products; medicinal chemistry

Special Issue Information

Dear Colleagues,

Aziridine is a nitrogen-containing three-membered ring with a similar ring-strained energy as other three-membered ring compounds, including cyclopropane and oxirane. Its high ring-strained energy supplies various nitrogen-containing compounds. Many synthetic organic chemists explore “aziridine chemistry”, including synthesis of valuable aziridines and their utilization as key synthetic intermediates. However, aziridine has been studied relatively less extensively compared to oxirane (epoxide) because the preparation and utilization of aziridine are relatively arduous. According to Scopus®, the number of publications with the search word “aziridine” is 6925 from 1948 to October 1 of 2020, that is, less than 13% compared to the numbers with “oxirane” (or epoxide). The stability and chemistry of aziridines including ring-opening by nucleophiles are dependent on the substituents at the ring nitrogen, whether they are electron-withdrawing or -donating. Aziridines are bifurcated into “activated”, bearing electron-withdrawing substituents at the ring nitrogen, and “non-activated” with electron-donating substituents. Successful tailing of aziridines with various substituents would warrant a streamlined synthesis of valuable and biologically active amines and heterocycles by regio- and stereoselective aziridine-ring openings and ring transformations.

This Special Issue named “Aziridine Chemistry” includes communications in the form of original research and review articles covering the synthesis and utilization of aziridine as starting materials and synthetic intermediates. I therefore kindly encourage submission of your work within the scope of “Aziridine Chemistry” in this Special Issue 133 years after Gabriel’s 1888 discovery of aziridine. In addition, authors considering the submission of a review are kindly asked to provide in advance to the guest editor a brief outline of the subject matter of their work.

Prof. Hyun-Joon Ha
Guest Editor

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

  • aziridine
  • heterocycles
  • synthetic methodology
  • amines
  • synthesis
  • stereo-selectivity
  • regioselectivity

Published Papers (3 papers)

Order results
Result details
Select all
Export citation of selected articles as:

Editorial

Jump to: Research, Review

3 pages, 358 KiB  
Editorial
Preface to “Aziridine Chemistry”
by Hyun-Joon Ha
Molecules 2021, 26(6), 1525; https://doi.org/10.3390/molecules26061525 - 11 Mar 2021
Viewed by 2006
Abstract
Aziridine is a nitrogen-containing three-membered ring with similar ring strain energy as other three-membered ring compounds, including cyclopropane and oxirane [...] Full article
(This article belongs to the Special Issue Aziridine Chemistry)
Show Figures

Figure 1

Research

Jump to: Editorial, Review

13 pages, 1836 KiB  
Article
Alkylative Aziridine Ring-Opening Reactions
by Jieun Choi, Taehwan Yu and Hyun-Joon Ha
Molecules 2021, 26(6), 1703; https://doi.org/10.3390/molecules26061703 - 18 Mar 2021
Cited by 3 | Viewed by 3335
Abstract
In this study, the highly strained three-membered aziridine ring was successfully activated as the aziridinium ion by alkylation of the ring nitrogen with a methyl, ethyl or allyl group, which was followed by ring opening with external nucleophiles such as acetate and azide. [...] Read more.
In this study, the highly strained three-membered aziridine ring was successfully activated as the aziridinium ion by alkylation of the ring nitrogen with a methyl, ethyl or allyl group, which was followed by ring opening with external nucleophiles such as acetate and azide. Such alkylative aziridine ring opening provides an easy route for the synthesis of various N-alkylated amine-containing molecules with concomitant introduction of an external nucleophile at either its α- or β-position. Full article
(This article belongs to the Special Issue Aziridine Chemistry)
Show Figures

Figure 1

Review

Jump to: Editorial, Research

17 pages, 4553 KiB  
Review
Synthetic Applications of Aziridinium Ions
by Jala Ranjith and Hyun-Joon Ha
Molecules 2021, 26(6), 1774; https://doi.org/10.3390/molecules26061774 - 22 Mar 2021
Cited by 16 | Viewed by 3414
Abstract
Nonactivated aziridine with an electron-donating group at the ring nitrogen should be activated to an aziridinium ion prior to being converted to cyclic and acyclic nitrogen-containing molecules. This review describes ways to generate aziridinium ions and their utilization for synthetic purposes. Specifically, the [...] Read more.
Nonactivated aziridine with an electron-donating group at the ring nitrogen should be activated to an aziridinium ion prior to being converted to cyclic and acyclic nitrogen-containing molecules. This review describes ways to generate aziridinium ions and their utilization for synthetic purposes. Specifically, the intra- and intermolecular formation of aziridinium ions with proper electrophiles are classified, and their regio- and stereoselective transformations with nucleophiles are described on the basis of recent developments. Full article
(This article belongs to the Special Issue Aziridine Chemistry)
Show Figures

Figure 1

Back to TopTop