Synthesis of Polysubstituted 3‑Amino Pyrroles via Palladium-Catalyzed Multicomponent Reaction
A novel approach for the synthesis of polysubstituted 3-amino pyrroles via palladium-catalyzed three-component tandem reaction was developed. The procedure constructs various polysubstituted 3-amino pyrroles with moderate to excellent yields under mild reaction conditions with assembly efficiency, r...
Gespeichert in:
Veröffentlicht in: | Journal of organic chemistry 2017-04, Vol.82 (7), p.3581-3588 |
---|---|
Hauptverfasser: | , , , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 3588 |
---|---|
container_issue | 7 |
container_start_page | 3581 |
container_title | Journal of organic chemistry |
container_volume | 82 |
creator | Peng, Jianwen Gao, Yang Zhu, Chuanle Liu, Bifu Gao, Yinglan Hu, Miao Wu, Wanqing Jiang, Huanfeng |
description | A novel approach for the synthesis of polysubstituted 3-amino pyrroles via palladium-catalyzed three-component tandem reaction was developed. The procedure constructs various polysubstituted 3-amino pyrroles with moderate to excellent yields under mild reaction conditions with assembly efficiency, readily available starting materials, and good functional group tolerance. Furthermore, this process was successfully applied to the synthesis of different 3-phenyl-1,4-dihydropyrrolo[3,2-b]indole derivatives via an intramolecular Buchwald–Hartwig cross-coupling reaction in two steps. |
doi_str_mv | 10.1021/acs.joc.7b00098 |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1878826911</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1878826911</sourcerecordid><originalsourceid>FETCH-LOGICAL-a399t-8547a3c8889ffbb88d43847f0558d64c27237d9d7abe9fc0da8d748097e6b9413</originalsourceid><addsrcrecordid>eNp1kLtOwzAYhS0EoqUws6GMSCjFlyS2x6riJhVRcZktx3aEqyQusYMUJl6BV-RJcNXCxvQv3zk6_wfAKYJTBDG6lMpPV05NaQkh5GwPjFGOYVpwmO2DMYQYpwQXZASOvF9FBOZ5fghGmBFIKGJjIJ6GNrwab33iqmTp6sH3pQ829MHohHx_fs0a27pkOXSdq41P3q1MlrKupbZ9k85lkPXwEdH7vg5WuWbtWtOG5NFIFaxrj8FBJWtvTnZ3Al6ur57nt-ni4eZuPlukknAeUpZnVBLFGONVVZaM6YywjFZxL9NFpjDFhGquqSwNrxTUkmmaMcipKUqeITIB59vedefeeuODaKxXJu5sjeu9QIwyhguONujlFlWd874zlVh3tpHdIBAUG6siWhXRqthZjYmzXXlfNkb_8b8aI3CxBbbJvmvjr__W_QDK2ITD</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1878826911</pqid></control><display><type>article</type><title>Synthesis of Polysubstituted 3‑Amino Pyrroles via Palladium-Catalyzed Multicomponent Reaction</title><source>American Chemical Society Journals</source><creator>Peng, Jianwen ; Gao, Yang ; Zhu, Chuanle ; Liu, Bifu ; Gao, Yinglan ; Hu, Miao ; Wu, Wanqing ; Jiang, Huanfeng</creator><creatorcontrib>Peng, Jianwen ; Gao, Yang ; Zhu, Chuanle ; Liu, Bifu ; Gao, Yinglan ; Hu, Miao ; Wu, Wanqing ; Jiang, Huanfeng</creatorcontrib><description>A novel approach for the synthesis of polysubstituted 3-amino pyrroles via palladium-catalyzed three-component tandem reaction was developed. The procedure constructs various polysubstituted 3-amino pyrroles with moderate to excellent yields under mild reaction conditions with assembly efficiency, readily available starting materials, and good functional group tolerance. Furthermore, this process was successfully applied to the synthesis of different 3-phenyl-1,4-dihydropyrrolo[3,2-b]indole derivatives via an intramolecular Buchwald–Hartwig cross-coupling reaction in two steps.</description><identifier>ISSN: 0022-3263</identifier><identifier>EISSN: 1520-6904</identifier><identifier>DOI: 10.1021/acs.joc.7b00098</identifier><identifier>PMID: 28303718</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><ispartof>Journal of organic chemistry, 2017-04, Vol.82 (7), p.3581-3588</ispartof><rights>Copyright © 2017 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a399t-8547a3c8889ffbb88d43847f0558d64c27237d9d7abe9fc0da8d748097e6b9413</citedby><cites>FETCH-LOGICAL-a399t-8547a3c8889ffbb88d43847f0558d64c27237d9d7abe9fc0da8d748097e6b9413</cites><orcidid>0000-0002-4355-0294</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.joc.7b00098$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.joc.7b00098$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2765,27076,27924,27925,56738,56788</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/28303718$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Peng, Jianwen</creatorcontrib><creatorcontrib>Gao, Yang</creatorcontrib><creatorcontrib>Zhu, Chuanle</creatorcontrib><creatorcontrib>Liu, Bifu</creatorcontrib><creatorcontrib>Gao, Yinglan</creatorcontrib><creatorcontrib>Hu, Miao</creatorcontrib><creatorcontrib>Wu, Wanqing</creatorcontrib><creatorcontrib>Jiang, Huanfeng</creatorcontrib><title>Synthesis of Polysubstituted 3‑Amino Pyrroles via Palladium-Catalyzed Multicomponent Reaction</title><title>Journal of organic chemistry</title><addtitle>J. Org. Chem</addtitle><description>A novel approach for the synthesis of polysubstituted 3-amino pyrroles via palladium-catalyzed three-component tandem reaction was developed. The procedure constructs various polysubstituted 3-amino pyrroles with moderate to excellent yields under mild reaction conditions with assembly efficiency, readily available starting materials, and good functional group tolerance. Furthermore, this process was successfully applied to the synthesis of different 3-phenyl-1,4-dihydropyrrolo[3,2-b]indole derivatives via an intramolecular Buchwald–Hartwig cross-coupling reaction in two steps.</description><issn>0022-3263</issn><issn>1520-6904</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNp1kLtOwzAYhS0EoqUws6GMSCjFlyS2x6riJhVRcZktx3aEqyQusYMUJl6BV-RJcNXCxvQv3zk6_wfAKYJTBDG6lMpPV05NaQkh5GwPjFGOYVpwmO2DMYQYpwQXZASOvF9FBOZ5fghGmBFIKGJjIJ6GNrwab33iqmTp6sH3pQ829MHohHx_fs0a27pkOXSdq41P3q1MlrKupbZ9k85lkPXwEdH7vg5WuWbtWtOG5NFIFaxrj8FBJWtvTnZ3Al6ur57nt-ni4eZuPlukknAeUpZnVBLFGONVVZaM6YywjFZxL9NFpjDFhGquqSwNrxTUkmmaMcipKUqeITIB59vedefeeuODaKxXJu5sjeu9QIwyhguONujlFlWd874zlVh3tpHdIBAUG6siWhXRqthZjYmzXXlfNkb_8b8aI3CxBbbJvmvjr__W_QDK2ITD</recordid><startdate>20170407</startdate><enddate>20170407</enddate><creator>Peng, Jianwen</creator><creator>Gao, Yang</creator><creator>Zhu, Chuanle</creator><creator>Liu, Bifu</creator><creator>Gao, Yinglan</creator><creator>Hu, Miao</creator><creator>Wu, Wanqing</creator><creator>Jiang, Huanfeng</creator><general>American Chemical Society</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-4355-0294</orcidid></search><sort><creationdate>20170407</creationdate><title>Synthesis of Polysubstituted 3‑Amino Pyrroles via Palladium-Catalyzed Multicomponent Reaction</title><author>Peng, Jianwen ; Gao, Yang ; Zhu, Chuanle ; Liu, Bifu ; Gao, Yinglan ; Hu, Miao ; Wu, Wanqing ; Jiang, Huanfeng</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a399t-8547a3c8889ffbb88d43847f0558d64c27237d9d7abe9fc0da8d748097e6b9413</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Peng, Jianwen</creatorcontrib><creatorcontrib>Gao, Yang</creatorcontrib><creatorcontrib>Zhu, Chuanle</creatorcontrib><creatorcontrib>Liu, Bifu</creatorcontrib><creatorcontrib>Gao, Yinglan</creatorcontrib><creatorcontrib>Hu, Miao</creatorcontrib><creatorcontrib>Wu, Wanqing</creatorcontrib><creatorcontrib>Jiang, Huanfeng</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Journal of organic chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Peng, Jianwen</au><au>Gao, Yang</au><au>Zhu, Chuanle</au><au>Liu, Bifu</au><au>Gao, Yinglan</au><au>Hu, Miao</au><au>Wu, Wanqing</au><au>Jiang, Huanfeng</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of Polysubstituted 3‑Amino Pyrroles via Palladium-Catalyzed Multicomponent Reaction</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J. Org. Chem</addtitle><date>2017-04-07</date><risdate>2017</risdate><volume>82</volume><issue>7</issue><spage>3581</spage><epage>3588</epage><pages>3581-3588</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><abstract>A novel approach for the synthesis of polysubstituted 3-amino pyrroles via palladium-catalyzed three-component tandem reaction was developed. The procedure constructs various polysubstituted 3-amino pyrroles with moderate to excellent yields under mild reaction conditions with assembly efficiency, readily available starting materials, and good functional group tolerance. Furthermore, this process was successfully applied to the synthesis of different 3-phenyl-1,4-dihydropyrrolo[3,2-b]indole derivatives via an intramolecular Buchwald–Hartwig cross-coupling reaction in two steps.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>28303718</pmid><doi>10.1021/acs.joc.7b00098</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0002-4355-0294</orcidid></addata></record> |
fulltext | fulltext |
identifier | ISSN: 0022-3263 |
ispartof | Journal of organic chemistry, 2017-04, Vol.82 (7), p.3581-3588 |
issn | 0022-3263 1520-6904 |
language | eng |
recordid | cdi_proquest_miscellaneous_1878826911 |
source | American Chemical Society Journals |
title | Synthesis of Polysubstituted 3‑Amino Pyrroles via Palladium-Catalyzed Multicomponent Reaction |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-02T20%3A42%3A59IST&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=Synthesis%20of%20Polysubstituted%203%E2%80%91Amino%20Pyrroles%20via%20Palladium-Catalyzed%20Multicomponent%20Reaction&rft.jtitle=Journal%20of%20organic%20chemistry&rft.au=Peng,%20Jianwen&rft.date=2017-04-07&rft.volume=82&rft.issue=7&rft.spage=3581&rft.epage=3588&rft.pages=3581-3588&rft.issn=0022-3263&rft.eissn=1520-6904&rft_id=info:doi/10.1021/acs.joc.7b00098&rft_dat=%3Cproquest_cross%3E1878826911%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=1878826911&rft_id=info:pmid/28303718&rfr_iscdi=true |