Multicomponent cyclization with azides to synthesize N-heterocycles

Heterocyclic compounds, both naturally derived and synthetically produced, constitute a wide variety of biologically active and industrially important compounds. The synthesis and application of heterocyclic compounds have garnered significant attention and experienced rapid growth in recent decades...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic & biomolecular chemistry 2023-10, Vol.21 (4), p.854-874
Hauptverfasser: Guo, Hong, Zhou, Bei, Chang, Jingjing, Chang, Wenxu, Feng, Jiyao, Zhang, Zhenhua
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 874
container_issue 4
container_start_page 854
container_title Organic & biomolecular chemistry
container_volume 21
creator Guo, Hong
Zhou, Bei
Chang, Jingjing
Chang, Wenxu
Feng, Jiyao
Zhang, Zhenhua
description Heterocyclic compounds, both naturally derived and synthetically produced, constitute a wide variety of biologically active and industrially important compounds. The synthesis and application of heterocyclic compounds have garnered significant attention and experienced rapid growth in recent decades. Organic azides, due to their unique properties and distinctive reactivity, have become a convenient chemical tool for achieving a wide range of heterocycles such as triazoles and tetrazoles. Importantly, the field of multicomponent reaction (MCR) chemistry provides a convergent approach to access various N-heterocyclic scaffolds, offering novelty, diversity, and complexity. However, the exploration of MCR pathways to N-heterocyclic compounds remains incomplete. Here, we review the use of multicomponent reactions for the preparation of N-heterocycles. A wide range of reactions based on azides for the synthesis of various types of N-heterocyclic systems have been developed. The review focus on multicomponent reactions of azides for the construction of N-heterocycles in recent 10 years.
doi_str_mv 10.1039/d3ob01115a
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_journals_2878244907</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2874265120</sourcerecordid><originalsourceid>FETCH-LOGICAL-c273t-13975adf9e27582cd3d770d6bc3198c9c96c21476dbe2fdeb6680e6a8e1059a03</originalsourceid><addsrcrecordid>eNpd0M1LwzAYBvAgCs7pxbtQ8CJCNR9t0hzn_ITpLnouafKWZXTNTFJk--ttnUzw9L6HHw8PD0LnBN8QzOStYa7ChJBcHaARyYRIcc7k4f6n-BidhLDEmEjBsxGavnZNtNqt1q6FNiZ6oxu7VdG6NvmycZGorTUQkuiSsGnjAoLdQvKWLiCCd4OGcIqOatUEOPu9Y_Tx-PA-fU5n86eX6WSWaipYTAmTIlemlkBFXlBtmBECG15pRmShpZZc074nNxXQ2kDFeYGBqwIIzqXCbIyudrlr7z47CLFc2aChaVQLrgslLURGeU7oQC__0aXrfNu3G1RBs0xi0avrndLeheChLtferpTflASXw57lPZvf_ew56fHFDvug9-5vb_YNE-JxsQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2878244907</pqid></control><display><type>article</type><title>Multicomponent cyclization with azides to synthesize N-heterocycles</title><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Guo, Hong ; Zhou, Bei ; Chang, Jingjing ; Chang, Wenxu ; Feng, Jiyao ; Zhang, Zhenhua</creator><creatorcontrib>Guo, Hong ; Zhou, Bei ; Chang, Jingjing ; Chang, Wenxu ; Feng, Jiyao ; Zhang, Zhenhua</creatorcontrib><description>Heterocyclic compounds, both naturally derived and synthetically produced, constitute a wide variety of biologically active and industrially important compounds. The synthesis and application of heterocyclic compounds have garnered significant attention and experienced rapid growth in recent decades. Organic azides, due to their unique properties and distinctive reactivity, have become a convenient chemical tool for achieving a wide range of heterocycles such as triazoles and tetrazoles. Importantly, the field of multicomponent reaction (MCR) chemistry provides a convergent approach to access various N-heterocyclic scaffolds, offering novelty, diversity, and complexity. However, the exploration of MCR pathways to N-heterocyclic compounds remains incomplete. Here, we review the use of multicomponent reactions for the preparation of N-heterocycles. A wide range of reactions based on azides for the synthesis of various types of N-heterocyclic systems have been developed. The review focus on multicomponent reactions of azides for the construction of N-heterocycles in recent 10 years.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/d3ob01115a</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Azides (organic) ; Biological activity ; Heterocyclic compounds ; Synthesis ; Tetrazoles</subject><ispartof>Organic &amp; biomolecular chemistry, 2023-10, Vol.21 (4), p.854-874</ispartof><rights>Copyright Royal Society of Chemistry 2023</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c273t-13975adf9e27582cd3d770d6bc3198c9c96c21476dbe2fdeb6680e6a8e1059a03</cites><orcidid>0000-0002-6579-1670</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27923,27924</link.rule.ids></links><search><creatorcontrib>Guo, Hong</creatorcontrib><creatorcontrib>Zhou, Bei</creatorcontrib><creatorcontrib>Chang, Jingjing</creatorcontrib><creatorcontrib>Chang, Wenxu</creatorcontrib><creatorcontrib>Feng, Jiyao</creatorcontrib><creatorcontrib>Zhang, Zhenhua</creatorcontrib><title>Multicomponent cyclization with azides to synthesize N-heterocycles</title><title>Organic &amp; biomolecular chemistry</title><description>Heterocyclic compounds, both naturally derived and synthetically produced, constitute a wide variety of biologically active and industrially important compounds. The synthesis and application of heterocyclic compounds have garnered significant attention and experienced rapid growth in recent decades. Organic azides, due to their unique properties and distinctive reactivity, have become a convenient chemical tool for achieving a wide range of heterocycles such as triazoles and tetrazoles. Importantly, the field of multicomponent reaction (MCR) chemistry provides a convergent approach to access various N-heterocyclic scaffolds, offering novelty, diversity, and complexity. However, the exploration of MCR pathways to N-heterocyclic compounds remains incomplete. Here, we review the use of multicomponent reactions for the preparation of N-heterocycles. A wide range of reactions based on azides for the synthesis of various types of N-heterocyclic systems have been developed. The review focus on multicomponent reactions of azides for the construction of N-heterocycles in recent 10 years.</description><subject>Azides (organic)</subject><subject>Biological activity</subject><subject>Heterocyclic compounds</subject><subject>Synthesis</subject><subject>Tetrazoles</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2023</creationdate><recordtype>article</recordtype><recordid>eNpd0M1LwzAYBvAgCs7pxbtQ8CJCNR9t0hzn_ITpLnouafKWZXTNTFJk--ttnUzw9L6HHw8PD0LnBN8QzOStYa7ChJBcHaARyYRIcc7k4f6n-BidhLDEmEjBsxGavnZNtNqt1q6FNiZ6oxu7VdG6NvmycZGorTUQkuiSsGnjAoLdQvKWLiCCd4OGcIqOatUEOPu9Y_Tx-PA-fU5n86eX6WSWaipYTAmTIlemlkBFXlBtmBECG15pRmShpZZc074nNxXQ2kDFeYGBqwIIzqXCbIyudrlr7z47CLFc2aChaVQLrgslLURGeU7oQC__0aXrfNu3G1RBs0xi0avrndLeheChLtferpTflASXw57lPZvf_ew56fHFDvug9-5vb_YNE-JxsQ</recordid><startdate>20231018</startdate><enddate>20231018</enddate><creator>Guo, Hong</creator><creator>Zhou, Bei</creator><creator>Chang, Jingjing</creator><creator>Chang, Wenxu</creator><creator>Feng, Jiyao</creator><creator>Zhang, Zhenhua</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>7T7</scope><scope>7TM</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-6579-1670</orcidid></search><sort><creationdate>20231018</creationdate><title>Multicomponent cyclization with azides to synthesize N-heterocycles</title><author>Guo, Hong ; Zhou, Bei ; Chang, Jingjing ; Chang, Wenxu ; Feng, Jiyao ; Zhang, Zhenhua</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c273t-13975adf9e27582cd3d770d6bc3198c9c96c21476dbe2fdeb6680e6a8e1059a03</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2023</creationdate><topic>Azides (organic)</topic><topic>Biological activity</topic><topic>Heterocyclic compounds</topic><topic>Synthesis</topic><topic>Tetrazoles</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Guo, Hong</creatorcontrib><creatorcontrib>Zhou, Bei</creatorcontrib><creatorcontrib>Chang, Jingjing</creatorcontrib><creatorcontrib>Chang, Wenxu</creatorcontrib><creatorcontrib>Feng, Jiyao</creatorcontrib><creatorcontrib>Zhang, Zhenhua</creatorcontrib><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Nucleic Acids Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Organic &amp; biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Guo, Hong</au><au>Zhou, Bei</au><au>Chang, Jingjing</au><au>Chang, Wenxu</au><au>Feng, Jiyao</au><au>Zhang, Zhenhua</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Multicomponent cyclization with azides to synthesize N-heterocycles</atitle><jtitle>Organic &amp; biomolecular chemistry</jtitle><date>2023-10-18</date><risdate>2023</risdate><volume>21</volume><issue>4</issue><spage>854</spage><epage>874</epage><pages>854-874</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>Heterocyclic compounds, both naturally derived and synthetically produced, constitute a wide variety of biologically active and industrially important compounds. The synthesis and application of heterocyclic compounds have garnered significant attention and experienced rapid growth in recent decades. Organic azides, due to their unique properties and distinctive reactivity, have become a convenient chemical tool for achieving a wide range of heterocycles such as triazoles and tetrazoles. Importantly, the field of multicomponent reaction (MCR) chemistry provides a convergent approach to access various N-heterocyclic scaffolds, offering novelty, diversity, and complexity. However, the exploration of MCR pathways to N-heterocyclic compounds remains incomplete. Here, we review the use of multicomponent reactions for the preparation of N-heterocycles. A wide range of reactions based on azides for the synthesis of various types of N-heterocyclic systems have been developed. The review focus on multicomponent reactions of azides for the construction of N-heterocycles in recent 10 years.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/d3ob01115a</doi><tpages>21</tpages><orcidid>https://orcid.org/0000-0002-6579-1670</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 1477-0520
ispartof Organic & biomolecular chemistry, 2023-10, Vol.21 (4), p.854-874
issn 1477-0520
1477-0539
language eng
recordid cdi_proquest_journals_2878244907
source Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Azides (organic)
Biological activity
Heterocyclic compounds
Synthesis
Tetrazoles
title Multicomponent cyclization with azides to synthesize N-heterocycles
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-08T12%3A47%3A26IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Multicomponent%20cyclization%20with%20azides%20to%20synthesize%20N-heterocycles&rft.jtitle=Organic%20&%20biomolecular%20chemistry&rft.au=Guo,%20Hong&rft.date=2023-10-18&rft.volume=21&rft.issue=4&rft.spage=854&rft.epage=874&rft.pages=854-874&rft.issn=1477-0520&rft.eissn=1477-0539&rft_id=info:doi/10.1039/d3ob01115a&rft_dat=%3Cproquest_cross%3E2874265120%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2878244907&rft_id=info:pmid/&rfr_iscdi=true