Facile construction of dibenzodioxo[3.3.1]nonanes bearing spirocyclohexadienones via domino [4 + 2] cycloaddition/C(sp 3 )-H oxidative dehydrogenation coupling reactions

A novel palladium catalyzed homodimerization of -hydroxyphenyl substituted -QMs has been developed [4 + 2] cycloaddition/oxidative dehydrogenation coupling domino reactions. An interesting palladium catalyzed intramolecular benzyl C-H oxidation dehydrogenation to form a transannular C(sp )-O bond wa...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic & biomolecular chemistry 2022-12, Vol.20 (47), p.9392-9396
Hauptverfasser: Chen, Genhui, Li, Hongjiao, Liang, Guojuan, Pu, Qian, Bai, Lijuan, Zhang, Dexin, Ye, Ying, Li, Yong, Zhou, Jing, Zhou, Hui
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 9396
container_issue 47
container_start_page 9392
container_title Organic & biomolecular chemistry
container_volume 20
creator Chen, Genhui
Li, Hongjiao
Liang, Guojuan
Pu, Qian
Bai, Lijuan
Zhang, Dexin
Ye, Ying
Li, Yong
Zhou, Jing
Zhou, Hui
description A novel palladium catalyzed homodimerization of -hydroxyphenyl substituted -QMs has been developed [4 + 2] cycloaddition/oxidative dehydrogenation coupling domino reactions. An interesting palladium catalyzed intramolecular benzyl C-H oxidation dehydrogenation to form a transannular C(sp )-O bond was found. This protocol provided an efficient method to construct various dibenzodioxo[3.3.1]nonanes bearing spirocyclohexadienones.
doi_str_mv 10.1039/d2ob01860h
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_2738195226</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2747213482</sourcerecordid><originalsourceid>FETCH-LOGICAL-c315t-2ba3b3cb788bb8e5ec17b040626ef98a657ce246ead5e5e3b68d5f9fe355e6103</originalsourceid><addsrcrecordid>eNpdkU1v1DAQhiMEoqVw4QcgS1wKKFt_JI5zhIWySJV6gVNVRf6YdF1lPamdVLv8I_4l3m3pgdOMNI_eeWfeonjL6IJR0Z45joYyJen6WXHMqqYpaS3a5089p0fFq5RuKWVtI6uXxZGQolVVxY-LP-fa-gGIxZCmONvJYyDYE-cNhN_oPG7xSizEgl0HDDpAIgZ09OGGpNFHtDs74Bq22nnIQB7fe00cbnxAclWRT4RfkwOknfN79bPlaRqJIB_KFcGtd3ry90AcrHcu4g0EfbBgcR6H_ZYI-mAqvS5e9HpI8OaxnhS_zr_9XK7Ki8vvP5afL0orWD2V3GhhhDWNUsYoqMGyxtCKSi6hb5WWdWOBVxK0q_NUGKlc3bc9iLoGmf95Upw-6I4R72ZIU7fxycIw5ONxTh1vhGJtzbnM6Pv_0FucY8juMlU1nIlK8Ux9fKBsxJQi9N0Y_UbHXcdotw-w-8ovvxwCXGX43aPkbDbgntB_iYm_ogaYaw</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2747213482</pqid></control><display><type>article</type><title>Facile construction of dibenzodioxo[3.3.1]nonanes bearing spirocyclohexadienones via domino [4 + 2] cycloaddition/C(sp 3 )-H oxidative dehydrogenation coupling reactions</title><source>MEDLINE</source><source>Royal Society Of Chemistry Journals</source><source>Alma/SFX Local Collection</source><creator>Chen, Genhui ; Li, Hongjiao ; Liang, Guojuan ; Pu, Qian ; Bai, Lijuan ; Zhang, Dexin ; Ye, Ying ; Li, Yong ; Zhou, Jing ; Zhou, Hui</creator><creatorcontrib>Chen, Genhui ; Li, Hongjiao ; Liang, Guojuan ; Pu, Qian ; Bai, Lijuan ; Zhang, Dexin ; Ye, Ying ; Li, Yong ; Zhou, Jing ; Zhou, Hui</creatorcontrib><description>A novel palladium catalyzed homodimerization of -hydroxyphenyl substituted -QMs has been developed [4 + 2] cycloaddition/oxidative dehydrogenation coupling domino reactions. An interesting palladium catalyzed intramolecular benzyl C-H oxidation dehydrogenation to form a transannular C(sp )-O bond was found. This protocol provided an efficient method to construct various dibenzodioxo[3.3.1]nonanes bearing spirocyclohexadienones.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/d2ob01860h</identifier><identifier>PMID: 36398442</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Cascade chemical reactions ; Chemical reactions ; Coupling ; Cycloaddition ; Dehydrogenation ; Nonanes ; Oxidation ; Palladium</subject><ispartof>Organic &amp; biomolecular chemistry, 2022-12, Vol.20 (47), p.9392-9396</ispartof><rights>Copyright Royal Society of Chemistry 2022</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c315t-2ba3b3cb788bb8e5ec17b040626ef98a657ce246ead5e5e3b68d5f9fe355e6103</citedby><cites>FETCH-LOGICAL-c315t-2ba3b3cb788bb8e5ec17b040626ef98a657ce246ead5e5e3b68d5f9fe355e6103</cites><orcidid>0000-0001-7018-3277 ; 0000-0003-3780-6107</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/36398442$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Chen, Genhui</creatorcontrib><creatorcontrib>Li, Hongjiao</creatorcontrib><creatorcontrib>Liang, Guojuan</creatorcontrib><creatorcontrib>Pu, Qian</creatorcontrib><creatorcontrib>Bai, Lijuan</creatorcontrib><creatorcontrib>Zhang, Dexin</creatorcontrib><creatorcontrib>Ye, Ying</creatorcontrib><creatorcontrib>Li, Yong</creatorcontrib><creatorcontrib>Zhou, Jing</creatorcontrib><creatorcontrib>Zhou, Hui</creatorcontrib><title>Facile construction of dibenzodioxo[3.3.1]nonanes bearing spirocyclohexadienones via domino [4 + 2] cycloaddition/C(sp 3 )-H oxidative dehydrogenation coupling reactions</title><title>Organic &amp; biomolecular chemistry</title><addtitle>Org Biomol Chem</addtitle><description>A novel palladium catalyzed homodimerization of -hydroxyphenyl substituted -QMs has been developed [4 + 2] cycloaddition/oxidative dehydrogenation coupling domino reactions. An interesting palladium catalyzed intramolecular benzyl C-H oxidation dehydrogenation to form a transannular C(sp )-O bond was found. This protocol provided an efficient method to construct various dibenzodioxo[3.3.1]nonanes bearing spirocyclohexadienones.</description><subject>Cascade chemical reactions</subject><subject>Chemical reactions</subject><subject>Coupling</subject><subject>Cycloaddition</subject><subject>Dehydrogenation</subject><subject>Nonanes</subject><subject>Oxidation</subject><subject>Palladium</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpdkU1v1DAQhiMEoqVw4QcgS1wKKFt_JI5zhIWySJV6gVNVRf6YdF1lPamdVLv8I_4l3m3pgdOMNI_eeWfeonjL6IJR0Z45joYyJen6WXHMqqYpaS3a5089p0fFq5RuKWVtI6uXxZGQolVVxY-LP-fa-gGIxZCmONvJYyDYE-cNhN_oPG7xSizEgl0HDDpAIgZ09OGGpNFHtDs74Bq22nnIQB7fe00cbnxAclWRT4RfkwOknfN79bPlaRqJIB_KFcGtd3ry90AcrHcu4g0EfbBgcR6H_ZYI-mAqvS5e9HpI8OaxnhS_zr_9XK7Ki8vvP5afL0orWD2V3GhhhDWNUsYoqMGyxtCKSi6hb5WWdWOBVxK0q_NUGKlc3bc9iLoGmf95Upw-6I4R72ZIU7fxycIw5ONxTh1vhGJtzbnM6Pv_0FucY8juMlU1nIlK8Ux9fKBsxJQi9N0Y_UbHXcdotw-w-8ovvxwCXGX43aPkbDbgntB_iYm_ogaYaw</recordid><startdate>20221207</startdate><enddate>20221207</enddate><creator>Chen, Genhui</creator><creator>Li, Hongjiao</creator><creator>Liang, Guojuan</creator><creator>Pu, Qian</creator><creator>Bai, Lijuan</creator><creator>Zhang, Dexin</creator><creator>Ye, Ying</creator><creator>Li, Yong</creator><creator>Zhou, Jing</creator><creator>Zhou, Hui</creator><general>Royal Society of Chemistry</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><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/0000-0001-7018-3277</orcidid><orcidid>https://orcid.org/0000-0003-3780-6107</orcidid></search><sort><creationdate>20221207</creationdate><title>Facile construction of dibenzodioxo[3.3.1]nonanes bearing spirocyclohexadienones via domino [4 + 2] cycloaddition/C(sp 3 )-H oxidative dehydrogenation coupling reactions</title><author>Chen, Genhui ; Li, Hongjiao ; Liang, Guojuan ; Pu, Qian ; Bai, Lijuan ; Zhang, Dexin ; Ye, Ying ; Li, Yong ; Zhou, Jing ; Zhou, Hui</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c315t-2ba3b3cb788bb8e5ec17b040626ef98a657ce246ead5e5e3b68d5f9fe355e6103</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Cascade chemical reactions</topic><topic>Chemical reactions</topic><topic>Coupling</topic><topic>Cycloaddition</topic><topic>Dehydrogenation</topic><topic>Nonanes</topic><topic>Oxidation</topic><topic>Palladium</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Chen, Genhui</creatorcontrib><creatorcontrib>Li, Hongjiao</creatorcontrib><creatorcontrib>Liang, Guojuan</creatorcontrib><creatorcontrib>Pu, Qian</creatorcontrib><creatorcontrib>Bai, Lijuan</creatorcontrib><creatorcontrib>Zhang, Dexin</creatorcontrib><creatorcontrib>Ye, Ying</creatorcontrib><creatorcontrib>Li, Yong</creatorcontrib><creatorcontrib>Zhou, Jing</creatorcontrib><creatorcontrib>Zhou, Hui</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><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>Chen, Genhui</au><au>Li, Hongjiao</au><au>Liang, Guojuan</au><au>Pu, Qian</au><au>Bai, Lijuan</au><au>Zhang, Dexin</au><au>Ye, Ying</au><au>Li, Yong</au><au>Zhou, Jing</au><au>Zhou, Hui</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Facile construction of dibenzodioxo[3.3.1]nonanes bearing spirocyclohexadienones via domino [4 + 2] cycloaddition/C(sp 3 )-H oxidative dehydrogenation coupling reactions</atitle><jtitle>Organic &amp; biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2022-12-07</date><risdate>2022</risdate><volume>20</volume><issue>47</issue><spage>9392</spage><epage>9396</epage><pages>9392-9396</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>A novel palladium catalyzed homodimerization of -hydroxyphenyl substituted -QMs has been developed [4 + 2] cycloaddition/oxidative dehydrogenation coupling domino reactions. An interesting palladium catalyzed intramolecular benzyl C-H oxidation dehydrogenation to form a transannular C(sp )-O bond was found. This protocol provided an efficient method to construct various dibenzodioxo[3.3.1]nonanes bearing spirocyclohexadienones.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>36398442</pmid><doi>10.1039/d2ob01860h</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0001-7018-3277</orcidid><orcidid>https://orcid.org/0000-0003-3780-6107</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 1477-0520
ispartof Organic & biomolecular chemistry, 2022-12, Vol.20 (47), p.9392-9396
issn 1477-0520
1477-0539
language eng
recordid cdi_proquest_miscellaneous_2738195226
source MEDLINE; Royal Society Of Chemistry Journals; Alma/SFX Local Collection
subjects Cascade chemical reactions
Chemical reactions
Coupling
Cycloaddition
Dehydrogenation
Nonanes
Oxidation
Palladium
title Facile construction of dibenzodioxo[3.3.1]nonanes bearing spirocyclohexadienones via domino [4 + 2] cycloaddition/C(sp 3 )-H oxidative dehydrogenation coupling reactions
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-27T01%3A05%3A24IST&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=Facile%20construction%20of%20dibenzodioxo%5B3.3.1%5Dnonanes%20bearing%20spirocyclohexadienones%20via%20domino%20%5B4%20+%202%5D%20cycloaddition/C(sp%203%20)-H%20oxidative%20dehydrogenation%20coupling%20reactions&rft.jtitle=Organic%20&%20biomolecular%20chemistry&rft.au=Chen,%20Genhui&rft.date=2022-12-07&rft.volume=20&rft.issue=47&rft.spage=9392&rft.epage=9396&rft.pages=9392-9396&rft.issn=1477-0520&rft.eissn=1477-0539&rft_id=info:doi/10.1039/d2ob01860h&rft_dat=%3Cproquest_cross%3E2747213482%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=2747213482&rft_id=info:pmid/36398442&rfr_iscdi=true