One-Pot Synthesis of Indoles by a Sequential Ugi-3CR/Wittig Reaction Starting from Odorless Isocyanide-Substituted Phosphonium Salts

One-Pot Synthesis of Indoles by a Sequential Ugi-3CR/Wittig Reaction Starting from Odorless Isocyanide-Substituted Phosphonium Salts

A new one-pot preparation of indoles by a Ugi-3CR/Wittig sequence has been developed. The reaction of odorless isocyanide-substituted phosphonium salt 5, aldehyde 6, and amine 7 produced the indoles 9 in 45–82% yields via a sequential Ugi-3CR/Wittig reaction in the presence of H3PO4 and solid K2CO3,...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Journal of organic chemistry 2017-03, Vol.82 (5), p.2772-2776
Hauptverfasser: Yan, Yan-Mei, Rao, Yong, Ding, Ming-Wu
Format: Artikel
Sprache:eng
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 2776
container_issue 5
container_start_page 2772
container_title Journal of organic chemistry
container_volume 82
creator Yan, Yan-Mei
Rao, Yong
Ding, Ming-Wu
description A new one-pot preparation of indoles by a Ugi-3CR/Wittig sequence has been developed. The reaction of odorless isocyanide-substituted phosphonium salt 5, aldehyde 6, and amine 7 produced the indoles 9 in 45–82% yields via a sequential Ugi-3CR/Wittig reaction in the presence of H3PO4 and solid K2CO3, respectively.
doi_str_mv 10.1021/acs.joc.7b00004
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_1865533001</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>1865533001</sourcerecordid><originalsourceid>FETCH-LOGICAL-a333t-c4fa2ac07b6ad2be453607e542c9d786719d87d9f0d66db2de2b5532ceedcf7a3</originalsourceid><addsrcrecordid>eNp1kDtv2zAUhYmiReMmnbsVHAsEsvmQKGssjD4MBHAQJegoUOSVzUAiXV5q8N4fHgZ2u_Uud_nOAc5HyCfOlpwJvtIGl8_BLOue5SvfkAWvBCtUw8q3ZMGYEIUUSl6RD4jPr0hVVe_JlVhzxZuyWZA_Ow_FfUi0Pfl0AHRIw0C33oYRkPYnqmkLv2fwyemRPu1dITcPq18uJbenD6BNcsHTNumYnN_TIYaJ7myIOY10i8GctHcWinbuMbk0J7D0_hDweAjezRNt9Zjwhrwb9Ijw8fKvydP3b4-bn8Xd7sd28_Wu0FLKVJhy0EIbVvdKW9FDWUnFaqhKYRpbr1XNG7uubTMwq5TthQXRV5UUBsCaodbymnw59x5jyJswdZNDA-OoPYQZO75WmZeM8YyuzqiJATHC0B2jm3Q8dZx1r-q7rL7L6ruL-pz4fCmf-wnsP_6v6wzcnoFzco4-b_1v3Quk-JFX</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>1865533001</pqid></control><display><type>article</type><title>One-Pot Synthesis of Indoles by a Sequential Ugi-3CR/Wittig Reaction Starting from Odorless Isocyanide-Substituted Phosphonium Salts</title><source>American Chemical Society Journals</source><creator>Yan, Yan-Mei ; Rao, Yong ; Ding, Ming-Wu</creator><creatorcontrib>Yan, Yan-Mei ; Rao, Yong ; Ding, Ming-Wu</creatorcontrib><description>A new one-pot preparation of indoles by a Ugi-3CR/Wittig sequence has been developed. The reaction of odorless isocyanide-substituted phosphonium salt 5, aldehyde 6, and amine 7 produced the indoles 9 in 45–82% yields via a sequential Ugi-3CR/Wittig reaction in the presence of H3PO4 and solid K2CO3, respectively.</description><identifier>ISSN: 0022-3263</identifier><identifier>EISSN: 1520-6904</identifier><identifier>DOI: 10.1021/acs.joc.7b00004</identifier><identifier>PMID: 28161949</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><ispartof>Journal of organic chemistry, 2017-03, Vol.82 (5), p.2772-2776</ispartof><rights>Copyright © 2017 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a333t-c4fa2ac07b6ad2be453607e542c9d786719d87d9f0d66db2de2b5532ceedcf7a3</citedby><cites>FETCH-LOGICAL-a333t-c4fa2ac07b6ad2be453607e542c9d786719d87d9f0d66db2de2b5532ceedcf7a3</cites><orcidid>0000-0002-3464-4774</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.7b00004$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.joc.7b00004$$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/28161949$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Yan, Yan-Mei</creatorcontrib><creatorcontrib>Rao, Yong</creatorcontrib><creatorcontrib>Ding, Ming-Wu</creatorcontrib><title>One-Pot Synthesis of Indoles by a Sequential Ugi-3CR/Wittig Reaction Starting from Odorless Isocyanide-Substituted Phosphonium Salts</title><title>Journal of organic chemistry</title><addtitle>J. Org. Chem</addtitle><description>A new one-pot preparation of indoles by a Ugi-3CR/Wittig sequence has been developed. The reaction of odorless isocyanide-substituted phosphonium salt 5, aldehyde 6, and amine 7 produced the indoles 9 in 45–82% yields via a sequential Ugi-3CR/Wittig reaction in the presence of H3PO4 and solid K2CO3, respectively.</description><issn>0022-3263</issn><issn>1520-6904</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNp1kDtv2zAUhYmiReMmnbsVHAsEsvmQKGssjD4MBHAQJegoUOSVzUAiXV5q8N4fHgZ2u_Uud_nOAc5HyCfOlpwJvtIGl8_BLOue5SvfkAWvBCtUw8q3ZMGYEIUUSl6RD4jPr0hVVe_JlVhzxZuyWZA_Ow_FfUi0Pfl0AHRIw0C33oYRkPYnqmkLv2fwyemRPu1dITcPq18uJbenD6BNcsHTNumYnN_TIYaJ7myIOY10i8GctHcWinbuMbk0J7D0_hDweAjezRNt9Zjwhrwb9Ijw8fKvydP3b4-bn8Xd7sd28_Wu0FLKVJhy0EIbVvdKW9FDWUnFaqhKYRpbr1XNG7uubTMwq5TthQXRV5UUBsCaodbymnw59x5jyJswdZNDA-OoPYQZO75WmZeM8YyuzqiJATHC0B2jm3Q8dZx1r-q7rL7L6ruL-pz4fCmf-wnsP_6v6wzcnoFzco4-b_1v3Quk-JFX</recordid><startdate>20170303</startdate><enddate>20170303</enddate><creator>Yan, Yan-Mei</creator><creator>Rao, Yong</creator><creator>Ding, Ming-Wu</creator><general>American Chemical Society</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-3464-4774</orcidid></search><sort><creationdate>20170303</creationdate><title>One-Pot Synthesis of Indoles by a Sequential Ugi-3CR/Wittig Reaction Starting from Odorless Isocyanide-Substituted Phosphonium Salts</title><author>Yan, Yan-Mei ; Rao, Yong ; Ding, Ming-Wu</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a333t-c4fa2ac07b6ad2be453607e542c9d786719d87d9f0d66db2de2b5532ceedcf7a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Yan, Yan-Mei</creatorcontrib><creatorcontrib>Rao, Yong</creatorcontrib><creatorcontrib>Ding, Ming-Wu</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>Yan, Yan-Mei</au><au>Rao, Yong</au><au>Ding, Ming-Wu</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>One-Pot Synthesis of Indoles by a Sequential Ugi-3CR/Wittig Reaction Starting from Odorless Isocyanide-Substituted Phosphonium Salts</atitle><jtitle>Journal of organic chemistry</jtitle><addtitle>J. Org. Chem</addtitle><date>2017-03-03</date><risdate>2017</risdate><volume>82</volume><issue>5</issue><spage>2772</spage><epage>2776</epage><pages>2772-2776</pages><issn>0022-3263</issn><eissn>1520-6904</eissn><abstract>A new one-pot preparation of indoles by a Ugi-3CR/Wittig sequence has been developed. The reaction of odorless isocyanide-substituted phosphonium salt 5, aldehyde 6, and amine 7 produced the indoles 9 in 45–82% yields via a sequential Ugi-3CR/Wittig reaction in the presence of H3PO4 and solid K2CO3, respectively.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>28161949</pmid><doi>10.1021/acs.joc.7b00004</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0002-3464-4774</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 0022-3263
ispartof Journal of organic chemistry, 2017-03, Vol.82 (5), p.2772-2776
issn 0022-3263
1520-6904
language eng
recordid cdi_proquest_miscellaneous_1865533001
source American Chemical Society Journals
title One-Pot Synthesis of Indoles by a Sequential Ugi-3CR/Wittig Reaction Starting from Odorless Isocyanide-Substituted Phosphonium Salts
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-19T10%3A00%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=One-Pot%20Synthesis%20of%20Indoles%20by%20a%20Sequential%20Ugi-3CR/Wittig%20Reaction%20Starting%20from%20Odorless%20Isocyanide-Substituted%20Phosphonium%20Salts&rft.jtitle=Journal%20of%20organic%20chemistry&rft.au=Yan,%20Yan-Mei&rft.date=2017-03-03&rft.volume=82&rft.issue=5&rft.spage=2772&rft.epage=2776&rft.pages=2772-2776&rft.issn=0022-3263&rft.eissn=1520-6904&rft_id=info:doi/10.1021/acs.joc.7b00004&rft_dat=%3Cproquest_cross%3E1865533001%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=1865533001&rft_id=info:pmid/28161949&rfr_iscdi=true