Directed C3-Alkoxymethylation of Indole via Three-Component Cascade Reaction
An efficient and regioselective C3-alkoxymethylation of indoles has been developed with aldehydes and alcohols via three-component cascade reaction under transition-metal free conditions. This method allows for rapid access to a variety of C3-alkoxymethylaed free (N–H) indole in up to 98% yield with...
Gespeichert in:
Veröffentlicht in: | Organic letters 2019-04, Vol.21 (7), p.2081-2084 |
---|---|
Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 2084 |
---|---|
container_issue | 7 |
container_start_page | 2081 |
container_title | Organic letters |
container_volume | 21 |
creator | Pi, Chao Yin, Xiaohang Cui, Xiuling Ma, Yuwen Wu, Yangjie |
description | An efficient and regioselective C3-alkoxymethylation of indoles has been developed with aldehydes and alcohols via three-component cascade reaction under transition-metal free conditions. This method allows for rapid access to a variety of C3-alkoxymethylaed free (N–H) indole in up to 98% yield with excellent regioselectivity. The titled products are useful building blocks in organic synthesis. |
doi_str_mv | 10.1021/acs.orglett.9b00357 |
format | Article |
fullrecord | <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_2186621750</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2186621750</sourcerecordid><originalsourceid>FETCH-LOGICAL-a345t-a7c185e21262f1782bf646397f6493f032c612f008ebe03e3e23e81274f42ef53</originalsourceid><addsrcrecordid>eNp9kE1PwzAMhiMEYmPwC5BQj1y6OUnbtMepfE2ahITGuUpTh3W0zUgyxP49nVZ25GTLel5bfgi5pTClwOhMKjc19qNB76dZCcBjcUbGNGY8FBCz81OfwIhcObcBoP0kuyQjDikImvExWT7UFpXHKsh5OG8-zc--Rb_eN9LXpguMDhZdZRoMvmsZrNYWMcxNuzUddj7IpVOywuANpTrg1-RCy8bhzVAn5P3pcZW_hMvX50U-X4aSR7EPpVA0jZFRljBNRcpKnUQJz0RfMq6BM5VQpgFSLBE4cmQcU8pEpCOGOuYTcn_cu7Xma4fOF23tFDaN7NDsXMFomiSMihh6lB9RZY1zFnWxtXUr7b6gUBw0Fr3GYtBYDBr71N1wYFe2WJ0yf956YHYEDumN2dmu__fflb8-tH_r</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2186621750</pqid></control><display><type>article</type><title>Directed C3-Alkoxymethylation of Indole via Three-Component Cascade Reaction</title><source>American Chemical Society Journals</source><creator>Pi, Chao ; Yin, Xiaohang ; Cui, Xiuling ; Ma, Yuwen ; Wu, Yangjie</creator><creatorcontrib>Pi, Chao ; Yin, Xiaohang ; Cui, Xiuling ; Ma, Yuwen ; Wu, Yangjie</creatorcontrib><description>An efficient and regioselective C3-alkoxymethylation of indoles has been developed with aldehydes and alcohols via three-component cascade reaction under transition-metal free conditions. This method allows for rapid access to a variety of C3-alkoxymethylaed free (N–H) indole in up to 98% yield with excellent regioselectivity. The titled products are useful building blocks in organic synthesis.</description><identifier>ISSN: 1523-7060</identifier><identifier>EISSN: 1523-7052</identifier><identifier>DOI: 10.1021/acs.orglett.9b00357</identifier><identifier>PMID: 30807193</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><ispartof>Organic letters, 2019-04, Vol.21 (7), p.2081-2084</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a345t-a7c185e21262f1782bf646397f6493f032c612f008ebe03e3e23e81274f42ef53</citedby><cites>FETCH-LOGICAL-a345t-a7c185e21262f1782bf646397f6493f032c612f008ebe03e3e23e81274f42ef53</cites><orcidid>0000-0001-5759-766X ; 0000-0002-3404-1543 ; 0000-0002-0134-0870</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.9b00357$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/acs.orglett.9b00357$$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/30807193$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Pi, Chao</creatorcontrib><creatorcontrib>Yin, Xiaohang</creatorcontrib><creatorcontrib>Cui, Xiuling</creatorcontrib><creatorcontrib>Ma, Yuwen</creatorcontrib><creatorcontrib>Wu, Yangjie</creatorcontrib><title>Directed C3-Alkoxymethylation of Indole via Three-Component Cascade Reaction</title><title>Organic letters</title><addtitle>Org. Lett</addtitle><description>An efficient and regioselective C3-alkoxymethylation of indoles has been developed with aldehydes and alcohols via three-component cascade reaction under transition-metal free conditions. This method allows for rapid access to a variety of C3-alkoxymethylaed free (N–H) indole in up to 98% yield with excellent regioselectivity. The titled products are useful building blocks in organic synthesis.</description><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNp9kE1PwzAMhiMEYmPwC5BQj1y6OUnbtMepfE2ahITGuUpTh3W0zUgyxP49nVZ25GTLel5bfgi5pTClwOhMKjc19qNB76dZCcBjcUbGNGY8FBCz81OfwIhcObcBoP0kuyQjDikImvExWT7UFpXHKsh5OG8-zc--Rb_eN9LXpguMDhZdZRoMvmsZrNYWMcxNuzUddj7IpVOywuANpTrg1-RCy8bhzVAn5P3pcZW_hMvX50U-X4aSR7EPpVA0jZFRljBNRcpKnUQJz0RfMq6BM5VQpgFSLBE4cmQcU8pEpCOGOuYTcn_cu7Xma4fOF23tFDaN7NDsXMFomiSMihh6lB9RZY1zFnWxtXUr7b6gUBw0Fr3GYtBYDBr71N1wYFe2WJ0yf956YHYEDumN2dmu__fflb8-tH_r</recordid><startdate>20190405</startdate><enddate>20190405</enddate><creator>Pi, Chao</creator><creator>Yin, Xiaohang</creator><creator>Cui, Xiuling</creator><creator>Ma, Yuwen</creator><creator>Wu, Yangjie</creator><general>American Chemical Society</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0001-5759-766X</orcidid><orcidid>https://orcid.org/0000-0002-3404-1543</orcidid><orcidid>https://orcid.org/0000-0002-0134-0870</orcidid></search><sort><creationdate>20190405</creationdate><title>Directed C3-Alkoxymethylation of Indole via Three-Component Cascade Reaction</title><author>Pi, Chao ; Yin, Xiaohang ; Cui, Xiuling ; Ma, Yuwen ; Wu, Yangjie</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a345t-a7c185e21262f1782bf646397f6493f032c612f008ebe03e3e23e81274f42ef53</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Pi, Chao</creatorcontrib><creatorcontrib>Yin, Xiaohang</creatorcontrib><creatorcontrib>Cui, Xiuling</creatorcontrib><creatorcontrib>Ma, Yuwen</creatorcontrib><creatorcontrib>Wu, Yangjie</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Pi, Chao</au><au>Yin, Xiaohang</au><au>Cui, Xiuling</au><au>Ma, Yuwen</au><au>Wu, Yangjie</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Directed C3-Alkoxymethylation of Indole via Three-Component Cascade Reaction</atitle><jtitle>Organic letters</jtitle><addtitle>Org. Lett</addtitle><date>2019-04-05</date><risdate>2019</risdate><volume>21</volume><issue>7</issue><spage>2081</spage><epage>2084</epage><pages>2081-2084</pages><issn>1523-7060</issn><eissn>1523-7052</eissn><abstract>An efficient and regioselective C3-alkoxymethylation of indoles has been developed with aldehydes and alcohols via three-component cascade reaction under transition-metal free conditions. This method allows for rapid access to a variety of C3-alkoxymethylaed free (N–H) indole in up to 98% yield with excellent regioselectivity. The titled products are useful building blocks in organic synthesis.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>30807193</pmid><doi>10.1021/acs.orglett.9b00357</doi><tpages>4</tpages><orcidid>https://orcid.org/0000-0001-5759-766X</orcidid><orcidid>https://orcid.org/0000-0002-3404-1543</orcidid><orcidid>https://orcid.org/0000-0002-0134-0870</orcidid></addata></record> |
fulltext | fulltext |
identifier | ISSN: 1523-7060 |
ispartof | Organic letters, 2019-04, Vol.21 (7), p.2081-2084 |
issn | 1523-7060 1523-7052 |
language | eng |
recordid | cdi_proquest_miscellaneous_2186621750 |
source | American Chemical Society Journals |
title | Directed C3-Alkoxymethylation of Indole via Three-Component Cascade Reaction |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2024-12-27T08%3A11%3A19IST&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=Directed%20C3-Alkoxymethylation%20of%20Indole%20via%20Three-Component%20Cascade%20Reaction&rft.jtitle=Organic%20letters&rft.au=Pi,%20Chao&rft.date=2019-04-05&rft.volume=21&rft.issue=7&rft.spage=2081&rft.epage=2084&rft.pages=2081-2084&rft.issn=1523-7060&rft.eissn=1523-7052&rft_id=info:doi/10.1021/acs.orglett.9b00357&rft_dat=%3Cproquest_cross%3E2186621750%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=2186621750&rft_id=info:pmid/30807193&rfr_iscdi=true |