Organocatalytic asymmetric synthesis of arylindolyl indolin-3-ones with both axial and central chirality

An efficient method for chiral phosphoric acid-catalyzed asymmetric synthesis of arylindolyl indolin-3-ones with both axial and central chirality has been developed via the reaction of 3-arylindoles with 2-aryl-3 H -indol-3-ones, and the target products were obtained in high yields with excellent en...

Ausführliche Beschreibung

Gespeichert in:

Bibliographische Detailangaben
Veröffentlicht in:	Chemical communications (Cambridge, England) England), 2020-10, Vol.56 (83), p.12648-12651
Hauptverfasser:	Yuan, Xi, Wu, Xudong, Peng, Fei, Yang, Haijun, Zhu, Changjin, Fu, Hua
Format:	Artikel
Sprache:	eng
Schlagworte:	Aromatic compounds Asymmetry Chemical synthesis Chirality Crystallography Enantiomers NMR Nuclear magnetic resonance Phosphoric acid Stereoselectivity
Online-Zugang:	Volltext
Tags:	Tag hinzufügen Keine Tags, Fügen Sie den ersten Tag hinzu!

container_end_page	12651
container_issue	83
container_start_page	12648
container_title	Chemical communications (Cambridge, England)
container_volume	56
creator	Yuan, Xi Wu, Xudong Peng, Fei Yang, Haijun Zhu, Changjin Fu, Hua
description	An efficient method for chiral phosphoric acid-catalyzed asymmetric synthesis of arylindolyl indolin-3-ones with both axial and central chirality has been developed via the reaction of 3-arylindoles with 2-aryl-3 H -indol-3-ones, and the target products were obtained in high yields with excellent enantioselectivity and diastereoselectivity. An efficient method for chiral phosphoric acid-catalyzed asymmetric synthesis of arylindolyl indolin-3-ones with both axial and central chirality has been developed via the reaction of 3-arylindoles with 2-aryl-3 H -indol-3-ones.
doi_str_mv	10.1039/d0cc05432a
format	Article
fullrecord	<record><control><sourceid>proquest_rsc_p</sourceid><recordid>TN_cdi_proquest_journals_2452096814</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2452096814</sourcerecordid><originalsourceid>FETCH-LOGICAL-c340t-c2675f10d57190947f270eb2ce4b025530e864d34fb083b33a3151805ba15c743</originalsourceid><addsrcrecordid>eNp9kc1LxDAQxYMouK5evAsRLyJUkyZp2uNSP2FhLwreSpqmNkubrEkW7X9vdlcUPDiHeQ_mxzC8AeAUo2uMSHHTICkRoyQVe2CCSUYTRvPX_Y1nRcIJZYfgyPslioVZPgHdwr0JY6UIoh-DllD4cRhUcNH60YROee2hbaFwY69NY_uxh1vVJiGJNcrDDx06WNvYxKcWPRSmgVKZ4KKXnY6iw3gMDlrRe3XyrVPwcn_3XD4m88XDUzmbJ5JQFBKZZpy1GDWM4wIVlLcpR6pOpaI1ShkjSOUZbQhta5STmhBBMMM5YrXATHJKpuByt3fl7Pta-VAN2kvV98Iou_ZVSinNOc9IEdGLP-jSrp2J10WKpajIcrxZeLWjpLPeO9VWK6eHGEeFUbUJvbpFZbkNfRbhsx3svPzhfp8S5-f_zatV05IvJ4iJZQ</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2452096814</pqid></control><display><type>article</type><title>Organocatalytic asymmetric synthesis of arylindolyl indolin-3-ones with both axial and central chirality</title><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Yuan, Xi ; Wu, Xudong ; Peng, Fei ; Yang, Haijun ; Zhu, Changjin ; Fu, Hua</creator><creatorcontrib>Yuan, Xi ; Wu, Xudong ; Peng, Fei ; Yang, Haijun ; Zhu, Changjin ; Fu, Hua</creatorcontrib><description>An efficient method for chiral phosphoric acid-catalyzed asymmetric synthesis of arylindolyl indolin-3-ones with both axial and central chirality has been developed via the reaction of 3-arylindoles with 2-aryl-3 H -indol-3-ones, and the target products were obtained in high yields with excellent enantioselectivity and diastereoselectivity. An efficient method for chiral phosphoric acid-catalyzed asymmetric synthesis of arylindolyl indolin-3-ones with both axial and central chirality has been developed via the reaction of 3-arylindoles with 2-aryl-3 H -indol-3-ones.</description><identifier>ISSN: 1359-7345</identifier><identifier>EISSN: 1364-548X</identifier><identifier>DOI: 10.1039/d0cc05432a</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Aromatic compounds ; Asymmetry ; Chemical synthesis ; Chirality ; Crystallography ; Enantiomers ; NMR ; Nuclear magnetic resonance ; Phosphoric acid ; Stereoselectivity</subject><ispartof>Chemical communications (Cambridge, England), 2020-10, Vol.56 (83), p.12648-12651</ispartof><rights>Copyright Royal Society of Chemistry 2020</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c340t-c2675f10d57190947f270eb2ce4b025530e864d34fb083b33a3151805ba15c743</citedby><cites>FETCH-LOGICAL-c340t-c2675f10d57190947f270eb2ce4b025530e864d34fb083b33a3151805ba15c743</cites><orcidid>0000-0001-7250-0053</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,777,781,27905,27906</link.rule.ids></links><search><creatorcontrib>Yuan, Xi</creatorcontrib><creatorcontrib>Wu, Xudong</creatorcontrib><creatorcontrib>Peng, Fei</creatorcontrib><creatorcontrib>Yang, Haijun</creatorcontrib><creatorcontrib>Zhu, Changjin</creatorcontrib><creatorcontrib>Fu, Hua</creatorcontrib><title>Organocatalytic asymmetric synthesis of arylindolyl indolin-3-ones with both axial and central chirality</title><title>Chemical communications (Cambridge, England)</title><description>An efficient method for chiral phosphoric acid-catalyzed asymmetric synthesis of arylindolyl indolin-3-ones with both axial and central chirality has been developed via the reaction of 3-arylindoles with 2-aryl-3 H -indol-3-ones, and the target products were obtained in high yields with excellent enantioselectivity and diastereoselectivity. An efficient method for chiral phosphoric acid-catalyzed asymmetric synthesis of arylindolyl indolin-3-ones with both axial and central chirality has been developed via the reaction of 3-arylindoles with 2-aryl-3 H -indol-3-ones.</description><subject>Aromatic compounds</subject><subject>Asymmetry</subject><subject>Chemical synthesis</subject><subject>Chirality</subject><subject>Crystallography</subject><subject>Enantiomers</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Phosphoric acid</subject><subject>Stereoselectivity</subject><issn>1359-7345</issn><issn>1364-548X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNp9kc1LxDAQxYMouK5evAsRLyJUkyZp2uNSP2FhLwreSpqmNkubrEkW7X9vdlcUPDiHeQ_mxzC8AeAUo2uMSHHTICkRoyQVe2CCSUYTRvPX_Y1nRcIJZYfgyPslioVZPgHdwr0JY6UIoh-DllD4cRhUcNH60YROee2hbaFwY69NY_uxh1vVJiGJNcrDDx06WNvYxKcWPRSmgVKZ4KKXnY6iw3gMDlrRe3XyrVPwcn_3XD4m88XDUzmbJ5JQFBKZZpy1GDWM4wIVlLcpR6pOpaI1ShkjSOUZbQhta5STmhBBMMM5YrXATHJKpuByt3fl7Pta-VAN2kvV98Iou_ZVSinNOc9IEdGLP-jSrp2J10WKpajIcrxZeLWjpLPeO9VWK6eHGEeFUbUJvbpFZbkNfRbhsx3svPzhfp8S5-f_zatV05IvJ4iJZQ</recordid><startdate>20201020</startdate><enddate>20201020</enddate><creator>Yuan, Xi</creator><creator>Wu, Xudong</creator><creator>Peng, Fei</creator><creator>Yang, Haijun</creator><creator>Zhu, Changjin</creator><creator>Fu, Hua</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0001-7250-0053</orcidid></search><sort><creationdate>20201020</creationdate><title>Organocatalytic asymmetric synthesis of arylindolyl indolin-3-ones with both axial and central chirality</title><author>Yuan, Xi ; Wu, Xudong ; Peng, Fei ; Yang, Haijun ; Zhu, Changjin ; Fu, Hua</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c340t-c2675f10d57190947f270eb2ce4b025530e864d34fb083b33a3151805ba15c743</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Aromatic compounds</topic><topic>Asymmetry</topic><topic>Chemical synthesis</topic><topic>Chirality</topic><topic>Crystallography</topic><topic>Enantiomers</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Phosphoric acid</topic><topic>Stereoselectivity</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yuan, Xi</creatorcontrib><creatorcontrib>Wu, Xudong</creatorcontrib><creatorcontrib>Peng, Fei</creatorcontrib><creatorcontrib>Yang, Haijun</creatorcontrib><creatorcontrib>Zhu, Changjin</creatorcontrib><creatorcontrib>Fu, Hua</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>MEDLINE - Academic</collection><jtitle>Chemical communications (Cambridge, England)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Yuan, Xi</au><au>Wu, Xudong</au><au>Peng, Fei</au><au>Yang, Haijun</au><au>Zhu, Changjin</au><au>Fu, Hua</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Organocatalytic asymmetric synthesis of arylindolyl indolin-3-ones with both axial and central chirality</atitle><jtitle>Chemical communications (Cambridge, England)</jtitle><date>2020-10-20</date><risdate>2020</risdate><volume>56</volume><issue>83</issue><spage>12648</spage><epage>12651</epage><pages>12648-12651</pages><issn>1359-7345</issn><eissn>1364-548X</eissn><abstract>An efficient method for chiral phosphoric acid-catalyzed asymmetric synthesis of arylindolyl indolin-3-ones with both axial and central chirality has been developed via the reaction of 3-arylindoles with 2-aryl-3 H -indol-3-ones, and the target products were obtained in high yields with excellent enantioselectivity and diastereoselectivity. An efficient method for chiral phosphoric acid-catalyzed asymmetric synthesis of arylindolyl indolin-3-ones with both axial and central chirality has been developed via the reaction of 3-arylindoles with 2-aryl-3 H -indol-3-ones.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/d0cc05432a</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0001-7250-0053</orcidid></addata></record>
fulltext	fulltext
identifier	ISSN: 1359-7345
ispartof	Chemical communications (Cambridge, England), 2020-10, Vol.56 (83), p.12648-12651
issn	1359-7345 1364-548X
language	eng
recordid	cdi_proquest_journals_2452096814
source	Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects	Aromatic compounds Asymmetry Chemical synthesis Chirality Crystallography Enantiomers NMR Nuclear magnetic resonance Phosphoric acid Stereoselectivity
title	Organocatalytic asymmetric synthesis of arylindolyl indolin-3-ones with both axial and central chirality
url	https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-19T10%3A10%3A15IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_rsc_p&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Organocatalytic%20asymmetric%20synthesis%20of%20arylindolyl%20indolin-3-ones%20with%20both%20axial%20and%20central%20chirality&rft.jtitle=Chemical%20communications%20(Cambridge,%20England)&rft.au=Yuan,%20Xi&rft.date=2020-10-20&rft.volume=56&rft.issue=83&rft.spage=12648&rft.epage=12651&rft.pages=12648-12651&rft.issn=1359-7345&rft.eissn=1364-548X&rft_id=info:doi/10.1039/d0cc05432a&rft_dat=%3Cproquest_rsc_p%3E2452096814%3C/proquest_rsc_p%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2452096814&rft_id=info:pmid/&rfr_iscdi=true