Visible-Light-Promoted and EDA Complex-Driven [4 + 2] Annulation for the Construction of Naphtho[1′,2′:4,5]imidazo[1,2‑a]pyridines

A green visible-light-promoted and electron donor–acceptor (EDA) complex-driven synthetic strategy for the construction of value-added naphtho­[1′,2′:4,5]­imidazo­[1,2-a]­pyridines from 2-arylimidazo­[1,2-a]­pyridines with Z-α-bromocinnamaldehydes has been accomplished under photocatalyst- and trans...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic letters 2024-03, Vol.26 (12), p.2365-2370
Hauptverfasser: Feng, Wanting, Chen, Ziren, Xue, Fei, Zhang, Zuozhi, Wang, Bin, Zhang, Yonghong, Xia, Yu, Jin, Weiwei, Wu, Shaofeng, Liu, Chenjiang
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 2370
container_issue 12
container_start_page 2365
container_title Organic letters
container_volume 26
creator Feng, Wanting
Chen, Ziren
Xue, Fei
Zhang, Zuozhi
Wang, Bin
Zhang, Yonghong
Xia, Yu
Jin, Weiwei
Wu, Shaofeng
Liu, Chenjiang
description A green visible-light-promoted and electron donor–acceptor (EDA) complex-driven synthetic strategy for the construction of value-added naphtho­[1′,2′:4,5]­imidazo­[1,2-a]­pyridines from 2-arylimidazo­[1,2-a]­pyridines with Z-α-bromocinnamaldehydes has been accomplished under photocatalyst- and transition-metal-free conditions. This efficient annulation approach provides a new and straightforward pathway for the annulative π-extension of imidazo­[1,2-a]­pyridine-based aromatics. Moreover, the sustainable methodology exhibits simple operation, a wide range of substrates, benign conditions, and good functional group compatibility.
doi_str_mv 10.1021/acs.orglett.4c00233
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_3153150551</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2973105967</sourcerecordid><originalsourceid>FETCH-LOGICAL-a328t-56561d6bdc41c4c882b2d37298d0c8e8ac07164a0870990b3de04923013996473</originalsourceid><addsrcrecordid>eNqFkc1u1DAUhS0EoqXwBEjISySa6bUdJzG70bT8SKOWBbCpRpFjezquEjvYTtWyYsmWV-GReBI8zNAlSNa1dfSdY-kehJ4TmBGg5ESqOPPhqjcpzUoFQBl7gA4Jp6yogdOH9-8KDtCTGK8BSFbEY3TAGg51zcQh-v7ZRtv1pljaq00qPgQ_-GQ0lk7js9M5Xvhh7M1tcRrsjXH4ssSvMF3huXNTL5P1Dq99wGljMuliCpP6I_o1PpfjJm38Jfn17ecxzeN1ecxXdrBafs3qVvohV-NdsNo6E5-iR2vZR_Nsfx-hT2_OPi7eFcuLt-8X82UhGW1SwSteEV11WpVElappaEc1q6loNKjGNFJBTapSQlODENAxbaAUlAFhQlRlzY7Qy13uGPyXycTUDjYq0_fSGT_FlhGeD3BO_otSUTMCXFTbVLZDVfAxBrNux2AHGe5aAu22rTa31e7bavdtZdeL_QdTNxh97_lbTwZOdsDWfe2n4PJq_hn5G6--pBo</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2973105967</pqid></control><display><type>article</type><title>Visible-Light-Promoted and EDA Complex-Driven [4 + 2] Annulation for the Construction of Naphtho[1′,2′:4,5]imidazo[1,2‑a]pyridines</title><source>American Chemical Society Publications</source><creator>Feng, Wanting ; Chen, Ziren ; Xue, Fei ; Zhang, Zuozhi ; Wang, Bin ; Zhang, Yonghong ; Xia, Yu ; Jin, Weiwei ; Wu, Shaofeng ; Liu, Chenjiang</creator><creatorcontrib>Feng, Wanting ; Chen, Ziren ; Xue, Fei ; Zhang, Zuozhi ; Wang, Bin ; Zhang, Yonghong ; Xia, Yu ; Jin, Weiwei ; Wu, Shaofeng ; Liu, Chenjiang</creatorcontrib><description>A green visible-light-promoted and electron donor–acceptor (EDA) complex-driven synthetic strategy for the construction of value-added naphtho­[1′,2′:4,5]­imidazo­[1,2-a]­pyridines from 2-arylimidazo­[1,2-a]­pyridines with Z-α-bromocinnamaldehydes has been accomplished under photocatalyst- and transition-metal-free conditions. This efficient annulation approach provides a new and straightforward pathway for the annulative π-extension of imidazo­[1,2-a]­pyridine-based aromatics. Moreover, the sustainable methodology exhibits simple operation, a wide range of substrates, benign conditions, and good functional group compatibility.</description><identifier>ISSN: 1523-7060</identifier><identifier>ISSN: 1523-7052</identifier><identifier>EISSN: 1523-7052</identifier><identifier>DOI: 10.1021/acs.orglett.4c00233</identifier><identifier>PMID: 38507739</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>aromatic compounds ; pyridines ; value added</subject><ispartof>Organic letters, 2024-03, Vol.26 (12), p.2365-2370</ispartof><rights>2024 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-a328t-56561d6bdc41c4c882b2d37298d0c8e8ac07164a0870990b3de04923013996473</cites><orcidid>0000-0002-0591-9169 ; 0000-0002-8241-0809 ; 0000-0002-3298-9584 ; 0000-0002-5996-3229 ; 0000-0002-7740-9408</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/acs.orglett.4c00233$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.orglett.4c00233$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,776,780,2751,27055,27903,27904,56716,56766</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/38507739$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Feng, Wanting</creatorcontrib><creatorcontrib>Chen, Ziren</creatorcontrib><creatorcontrib>Xue, Fei</creatorcontrib><creatorcontrib>Zhang, Zuozhi</creatorcontrib><creatorcontrib>Wang, Bin</creatorcontrib><creatorcontrib>Zhang, Yonghong</creatorcontrib><creatorcontrib>Xia, Yu</creatorcontrib><creatorcontrib>Jin, Weiwei</creatorcontrib><creatorcontrib>Wu, Shaofeng</creatorcontrib><creatorcontrib>Liu, Chenjiang</creatorcontrib><title>Visible-Light-Promoted and EDA Complex-Driven [4 + 2] Annulation for the Construction of Naphtho[1′,2′:4,5]imidazo[1,2‑a]pyridines</title><title>Organic letters</title><addtitle>Org. Lett</addtitle><description>A green visible-light-promoted and electron donor–acceptor (EDA) complex-driven synthetic strategy for the construction of value-added naphtho­[1′,2′:4,5]­imidazo­[1,2-a]­pyridines from 2-arylimidazo­[1,2-a]­pyridines with Z-α-bromocinnamaldehydes has been accomplished under photocatalyst- and transition-metal-free conditions. This efficient annulation approach provides a new and straightforward pathway for the annulative π-extension of imidazo­[1,2-a]­pyridine-based aromatics. Moreover, the sustainable methodology exhibits simple operation, a wide range of substrates, benign conditions, and good functional group compatibility.</description><subject>aromatic compounds</subject><subject>pyridines</subject><subject>value added</subject><issn>1523-7060</issn><issn>1523-7052</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><recordid>eNqFkc1u1DAUhS0EoqXwBEjISySa6bUdJzG70bT8SKOWBbCpRpFjezquEjvYTtWyYsmWV-GReBI8zNAlSNa1dfSdY-kehJ4TmBGg5ESqOPPhqjcpzUoFQBl7gA4Jp6yogdOH9-8KDtCTGK8BSFbEY3TAGg51zcQh-v7ZRtv1pljaq00qPgQ_-GQ0lk7js9M5Xvhh7M1tcRrsjXH4ssSvMF3huXNTL5P1Dq99wGljMuliCpP6I_o1PpfjJm38Jfn17ecxzeN1ecxXdrBafs3qVvohV-NdsNo6E5-iR2vZR_Nsfx-hT2_OPi7eFcuLt-8X82UhGW1SwSteEV11WpVElappaEc1q6loNKjGNFJBTapSQlODENAxbaAUlAFhQlRlzY7Qy13uGPyXycTUDjYq0_fSGT_FlhGeD3BO_otSUTMCXFTbVLZDVfAxBrNux2AHGe5aAu22rTa31e7bavdtZdeL_QdTNxh97_lbTwZOdsDWfe2n4PJq_hn5G6--pBo</recordid><startdate>20240329</startdate><enddate>20240329</enddate><creator>Feng, Wanting</creator><creator>Chen, Ziren</creator><creator>Xue, Fei</creator><creator>Zhang, Zuozhi</creator><creator>Wang, Bin</creator><creator>Zhang, Yonghong</creator><creator>Xia, Yu</creator><creator>Jin, Weiwei</creator><creator>Wu, Shaofeng</creator><creator>Liu, Chenjiang</creator><general>American Chemical Society</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>7S9</scope><scope>L.6</scope><orcidid>https://orcid.org/0000-0002-0591-9169</orcidid><orcidid>https://orcid.org/0000-0002-8241-0809</orcidid><orcidid>https://orcid.org/0000-0002-3298-9584</orcidid><orcidid>https://orcid.org/0000-0002-5996-3229</orcidid><orcidid>https://orcid.org/0000-0002-7740-9408</orcidid></search><sort><creationdate>20240329</creationdate><title>Visible-Light-Promoted and EDA Complex-Driven [4 + 2] Annulation for the Construction of Naphtho[1′,2′:4,5]imidazo[1,2‑a]pyridines</title><author>Feng, Wanting ; Chen, Ziren ; Xue, Fei ; Zhang, Zuozhi ; Wang, Bin ; Zhang, Yonghong ; Xia, Yu ; Jin, Weiwei ; Wu, Shaofeng ; Liu, Chenjiang</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a328t-56561d6bdc41c4c882b2d37298d0c8e8ac07164a0870990b3de04923013996473</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2024</creationdate><topic>aromatic compounds</topic><topic>pyridines</topic><topic>value added</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Feng, Wanting</creatorcontrib><creatorcontrib>Chen, Ziren</creatorcontrib><creatorcontrib>Xue, Fei</creatorcontrib><creatorcontrib>Zhang, Zuozhi</creatorcontrib><creatorcontrib>Wang, Bin</creatorcontrib><creatorcontrib>Zhang, Yonghong</creatorcontrib><creatorcontrib>Xia, Yu</creatorcontrib><creatorcontrib>Jin, Weiwei</creatorcontrib><creatorcontrib>Wu, Shaofeng</creatorcontrib><creatorcontrib>Liu, Chenjiang</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>AGRICOLA</collection><collection>AGRICOLA - Academic</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Feng, Wanting</au><au>Chen, Ziren</au><au>Xue, Fei</au><au>Zhang, Zuozhi</au><au>Wang, Bin</au><au>Zhang, Yonghong</au><au>Xia, Yu</au><au>Jin, Weiwei</au><au>Wu, Shaofeng</au><au>Liu, Chenjiang</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Visible-Light-Promoted and EDA Complex-Driven [4 + 2] Annulation for the Construction of Naphtho[1′,2′:4,5]imidazo[1,2‑a]pyridines</atitle><jtitle>Organic letters</jtitle><addtitle>Org. Lett</addtitle><date>2024-03-29</date><risdate>2024</risdate><volume>26</volume><issue>12</issue><spage>2365</spage><epage>2370</epage><pages>2365-2370</pages><issn>1523-7060</issn><issn>1523-7052</issn><eissn>1523-7052</eissn><abstract>A green visible-light-promoted and electron donor–acceptor (EDA) complex-driven synthetic strategy for the construction of value-added naphtho­[1′,2′:4,5]­imidazo­[1,2-a]­pyridines from 2-arylimidazo­[1,2-a]­pyridines with Z-α-bromocinnamaldehydes has been accomplished under photocatalyst- and transition-metal-free conditions. This efficient annulation approach provides a new and straightforward pathway for the annulative π-extension of imidazo­[1,2-a]­pyridine-based aromatics. Moreover, the sustainable methodology exhibits simple operation, a wide range of substrates, benign conditions, and good functional group compatibility.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>38507739</pmid><doi>10.1021/acs.orglett.4c00233</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0002-0591-9169</orcidid><orcidid>https://orcid.org/0000-0002-8241-0809</orcidid><orcidid>https://orcid.org/0000-0002-3298-9584</orcidid><orcidid>https://orcid.org/0000-0002-5996-3229</orcidid><orcidid>https://orcid.org/0000-0002-7740-9408</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 1523-7060
ispartof Organic letters, 2024-03, Vol.26 (12), p.2365-2370
issn 1523-7060
1523-7052
1523-7052
language eng
recordid cdi_proquest_miscellaneous_3153150551
source American Chemical Society Publications
subjects aromatic compounds
pyridines
value added
title Visible-Light-Promoted and EDA Complex-Driven [4 + 2] Annulation for the Construction of Naphtho[1′,2′:4,5]imidazo[1,2‑a]pyridines
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-24T20%3A53%3A47IST&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=Visible-Light-Promoted%20and%20EDA%20Complex-Driven%20%5B4%20+%202%5D%20Annulation%20for%20the%20Construction%20of%20Naphtho%5B1%E2%80%B2,2%E2%80%B2:4,5%5Dimidazo%5B1,2%E2%80%91a%5Dpyridines&rft.jtitle=Organic%20letters&rft.au=Feng,%20Wanting&rft.date=2024-03-29&rft.volume=26&rft.issue=12&rft.spage=2365&rft.epage=2370&rft.pages=2365-2370&rft.issn=1523-7060&rft.eissn=1523-7052&rft_id=info:doi/10.1021/acs.orglett.4c00233&rft_dat=%3Cproquest_cross%3E2973105967%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=2973105967&rft_id=info:pmid/38507739&rfr_iscdi=true