Copper-assisted preparation of pyridinyl sulfonate esters from hydroxypyridines and sodium sulfinates
An efficient and powerful copper-assisted method for the effective conversion of a broad range of hydroxypyridines and sodium sulfinates into their corresponding pyridinyl tosylates was developed. Key features of this base- and ligand-free protocol include using the cheap and readily available CuBr...
Gespeichert in:
Veröffentlicht in: | RSC advances 2022-01, Vol.12 (5), p.2736-2740 |
---|---|
Hauptverfasser: | , , , , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
container_end_page | 2740 |
---|---|
container_issue | 5 |
container_start_page | 2736 |
container_title | RSC advances |
container_volume | 12 |
creator | Li, Qian Zhu, Haibo Liu, Yishuai Yang, Liu Fan, Qiangwen Xie, Zongbo Le, Zhang-Gao |
description | An efficient and powerful copper-assisted method for the effective conversion of a broad range of hydroxypyridines and sodium sulfinates into their corresponding pyridinyl tosylates was developed. Key features of this base- and ligand-free protocol include using the cheap and readily available CuBr
as a medium and the use of sodium sulfinates as formal sulfonylation reagents. A variety of functional pyridinyl tosylates could be formed with good yields, which can easily be converted into C-C and C-N bond-containing compounds. |
doi_str_mv | 10.1039/d1ra08568a |
format | Article |
fullrecord | <record><control><sourceid>proquest_pubme</sourceid><recordid>TN_cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_8979058</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2623269990</sourcerecordid><originalsourceid>FETCH-LOGICAL-c406t-4788ab356198f9cfea5d403c7503533a67cecf71b1180aeca6197c0148f8c2f3</originalsourceid><addsrcrecordid>eNpdkU9LxDAQxYMoKroXP4AEvIhQTZo2TS7Csv4FQRDvYTZNNNI2NWnFfnvjuoqaywTmN4838xA6oOSUEibPahqAiJIL2EC7OSl4lhMuN3_9d9AsxheSHi9pzuk22mFlkZeM8V1kFr7vTcggRhcHU-M-mB4CDM532FvcT8HVrpsaHMfG-g4Gg00CQ8Q2-BY_T3Xw79MaMxFDV-Poaze2qwn3ORH30ZaFJprZuu6hx6vLx8VNdnd_fbuY32W6IHzIikoIWLKSUyms1NZAWReE6aokLNkFXmmjbUWXlAoCRkMCK01oIazQuWV76PxLth-Xram16YYAjeqDayFMyoNTfzude1ZP_k0JWUlSiiRwvBYI_nVMe6rWRW2aBjrjx6jydEEuOCFVQo_-oS9-DF3aLlE5y7mUkiTq5IvSwccYjP0xQ4n6zE9d0If5Kr95gg9_2_9Bv9NiH4ylmIs</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2623269990</pqid></control><display><type>article</type><title>Copper-assisted preparation of pyridinyl sulfonate esters from hydroxypyridines and sodium sulfinates</title><source>DOAJ Directory of Open Access Journals</source><source>PubMed Central Open Access</source><source>EZB-FREE-00999 freely available EZB journals</source><source>PubMed Central</source><creator>Li, Qian ; Zhu, Haibo ; Liu, Yishuai ; Yang, Liu ; Fan, Qiangwen ; Xie, Zongbo ; Le, Zhang-Gao</creator><creatorcontrib>Li, Qian ; Zhu, Haibo ; Liu, Yishuai ; Yang, Liu ; Fan, Qiangwen ; Xie, Zongbo ; Le, Zhang-Gao</creatorcontrib><description>An efficient and powerful copper-assisted method for the effective conversion of a broad range of hydroxypyridines and sodium sulfinates into their corresponding pyridinyl tosylates was developed. Key features of this base- and ligand-free protocol include using the cheap and readily available CuBr
as a medium and the use of sodium sulfinates as formal sulfonylation reagents. A variety of functional pyridinyl tosylates could be formed with good yields, which can easily be converted into C-C and C-N bond-containing compounds.</description><identifier>ISSN: 2046-2069</identifier><identifier>EISSN: 2046-2069</identifier><identifier>DOI: 10.1039/d1ra08568a</identifier><identifier>PMID: 35425336</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Chemistry ; Copper bromide ; Copper converters ; Esters ; Reagents ; Sodium</subject><ispartof>RSC advances, 2022-01, Vol.12 (5), p.2736-2740</ispartof><rights>This journal is © The Royal Society of Chemistry.</rights><rights>Copyright Royal Society of Chemistry 2022</rights><rights>This journal is © The Royal Society of Chemistry 2022 The Royal Society of Chemistry</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c406t-4788ab356198f9cfea5d403c7503533a67cecf71b1180aeca6197c0148f8c2f3</citedby><cites>FETCH-LOGICAL-c406t-4788ab356198f9cfea5d403c7503533a67cecf71b1180aeca6197c0148f8c2f3</cites><orcidid>0000-0002-9141-8204 ; 0000-0002-6957-6433 ; 0000-0001-5593-6904</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC8979058/pdf/$$EPDF$$P50$$Gpubmedcentral$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC8979058/$$EHTML$$P50$$Gpubmedcentral$$Hfree_for_read</linktohtml><link.rule.ids>230,314,727,780,784,864,885,27924,27925,53791,53793</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/35425336$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Li, Qian</creatorcontrib><creatorcontrib>Zhu, Haibo</creatorcontrib><creatorcontrib>Liu, Yishuai</creatorcontrib><creatorcontrib>Yang, Liu</creatorcontrib><creatorcontrib>Fan, Qiangwen</creatorcontrib><creatorcontrib>Xie, Zongbo</creatorcontrib><creatorcontrib>Le, Zhang-Gao</creatorcontrib><title>Copper-assisted preparation of pyridinyl sulfonate esters from hydroxypyridines and sodium sulfinates</title><title>RSC advances</title><addtitle>RSC Adv</addtitle><description>An efficient and powerful copper-assisted method for the effective conversion of a broad range of hydroxypyridines and sodium sulfinates into their corresponding pyridinyl tosylates was developed. Key features of this base- and ligand-free protocol include using the cheap and readily available CuBr
as a medium and the use of sodium sulfinates as formal sulfonylation reagents. A variety of functional pyridinyl tosylates could be formed with good yields, which can easily be converted into C-C and C-N bond-containing compounds.</description><subject>Chemistry</subject><subject>Copper bromide</subject><subject>Copper converters</subject><subject>Esters</subject><subject>Reagents</subject><subject>Sodium</subject><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNpdkU9LxDAQxYMoKroXP4AEvIhQTZo2TS7Csv4FQRDvYTZNNNI2NWnFfnvjuoqaywTmN4838xA6oOSUEibPahqAiJIL2EC7OSl4lhMuN3_9d9AsxheSHi9pzuk22mFlkZeM8V1kFr7vTcggRhcHU-M-mB4CDM532FvcT8HVrpsaHMfG-g4Gg00CQ8Q2-BY_T3Xw79MaMxFDV-Poaze2qwn3ORH30ZaFJprZuu6hx6vLx8VNdnd_fbuY32W6IHzIikoIWLKSUyms1NZAWReE6aokLNkFXmmjbUWXlAoCRkMCK01oIazQuWV76PxLth-Xram16YYAjeqDayFMyoNTfzude1ZP_k0JWUlSiiRwvBYI_nVMe6rWRW2aBjrjx6jydEEuOCFVQo_-oS9-DF3aLlE5y7mUkiTq5IvSwccYjP0xQ4n6zE9d0If5Kr95gg9_2_9Bv9NiH4ylmIs</recordid><startdate>20220118</startdate><enddate>20220118</enddate><creator>Li, Qian</creator><creator>Zhu, Haibo</creator><creator>Liu, Yishuai</creator><creator>Yang, Liu</creator><creator>Fan, Qiangwen</creator><creator>Xie, Zongbo</creator><creator>Le, Zhang-Gao</creator><general>Royal Society of Chemistry</general><general>The Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0000-0002-9141-8204</orcidid><orcidid>https://orcid.org/0000-0002-6957-6433</orcidid><orcidid>https://orcid.org/0000-0001-5593-6904</orcidid></search><sort><creationdate>20220118</creationdate><title>Copper-assisted preparation of pyridinyl sulfonate esters from hydroxypyridines and sodium sulfinates</title><author>Li, Qian ; Zhu, Haibo ; Liu, Yishuai ; Yang, Liu ; Fan, Qiangwen ; Xie, Zongbo ; Le, Zhang-Gao</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c406t-4788ab356198f9cfea5d403c7503533a67cecf71b1180aeca6197c0148f8c2f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Chemistry</topic><topic>Copper bromide</topic><topic>Copper converters</topic><topic>Esters</topic><topic>Reagents</topic><topic>Sodium</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Li, Qian</creatorcontrib><creatorcontrib>Zhu, Haibo</creatorcontrib><creatorcontrib>Liu, Yishuai</creatorcontrib><creatorcontrib>Yang, Liu</creatorcontrib><creatorcontrib>Fan, Qiangwen</creatorcontrib><creatorcontrib>Xie, Zongbo</creatorcontrib><creatorcontrib>Le, Zhang-Gao</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Li, Qian</au><au>Zhu, Haibo</au><au>Liu, Yishuai</au><au>Yang, Liu</au><au>Fan, Qiangwen</au><au>Xie, Zongbo</au><au>Le, Zhang-Gao</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Copper-assisted preparation of pyridinyl sulfonate esters from hydroxypyridines and sodium sulfinates</atitle><jtitle>RSC advances</jtitle><addtitle>RSC Adv</addtitle><date>2022-01-18</date><risdate>2022</risdate><volume>12</volume><issue>5</issue><spage>2736</spage><epage>2740</epage><pages>2736-2740</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>An efficient and powerful copper-assisted method for the effective conversion of a broad range of hydroxypyridines and sodium sulfinates into their corresponding pyridinyl tosylates was developed. Key features of this base- and ligand-free protocol include using the cheap and readily available CuBr
as a medium and the use of sodium sulfinates as formal sulfonylation reagents. A variety of functional pyridinyl tosylates could be formed with good yields, which can easily be converted into C-C and C-N bond-containing compounds.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>35425336</pmid><doi>10.1039/d1ra08568a</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0002-9141-8204</orcidid><orcidid>https://orcid.org/0000-0002-6957-6433</orcidid><orcidid>https://orcid.org/0000-0001-5593-6904</orcidid><oa>free_for_read</oa></addata></record> |
fulltext | fulltext |
identifier | ISSN: 2046-2069 |
ispartof | RSC advances, 2022-01, Vol.12 (5), p.2736-2740 |
issn | 2046-2069 2046-2069 |
language | eng |
recordid | cdi_pubmedcentral_primary_oai_pubmedcentral_nih_gov_8979058 |
source | DOAJ Directory of Open Access Journals; PubMed Central Open Access; EZB-FREE-00999 freely available EZB journals; PubMed Central |
subjects | Chemistry Copper bromide Copper converters Esters Reagents Sodium |
title | Copper-assisted preparation of pyridinyl sulfonate esters from hydroxypyridines and sodium sulfinates |
url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-02T06%3A10%3A53IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_pubme&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Copper-assisted%20preparation%20of%20pyridinyl%20sulfonate%20esters%20from%20hydroxypyridines%20and%20sodium%20sulfinates&rft.jtitle=RSC%20advances&rft.au=Li,%20Qian&rft.date=2022-01-18&rft.volume=12&rft.issue=5&rft.spage=2736&rft.epage=2740&rft.pages=2736-2740&rft.issn=2046-2069&rft.eissn=2046-2069&rft_id=info:doi/10.1039/d1ra08568a&rft_dat=%3Cproquest_pubme%3E2623269990%3C/proquest_pubme%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2623269990&rft_id=info:pmid/35425336&rfr_iscdi=true |