The thioamidation of gem-dibromoalkenes in an aqueous medium

The direct integration of sulphur and amine groups with 1,1-dibromoalkenes for thioamide synthesis has been achieved in an aqueous medium. The presented green protocol emphasizes the suitability of aqueous media for the thioamidation reaction and enables greater selectivity with synthetic utility. A...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Organic & biomolecular chemistry 2021-03, Vol.19 (11), p.2473-2480
Hauptverfasser: Vankar, Jigarkumar K, Gupta, Ankush, Jadav, Jaydeepbhai P, Nanjegowda, Shankara H, Gururaja, Guddeangadi N
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 2480
container_issue 11
container_start_page 2473
container_title Organic & biomolecular chemistry
container_volume 19
creator Vankar, Jigarkumar K
Gupta, Ankush
Jadav, Jaydeepbhai P
Nanjegowda, Shankara H
Gururaja, Guddeangadi N
description The direct integration of sulphur and amine groups with 1,1-dibromoalkenes for thioamide synthesis has been achieved in an aqueous medium. The presented green protocol emphasizes the suitability of aqueous media for the thioamidation reaction and enables greater selectivity with synthetic utility. A wide range of thioamides in moderate to excellent yields has been achieved using readily available starting materials, with the use of no organic solvents, catalysts, or additives.
doi_str_mv 10.1039/d0ob02319a
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_2495402751</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2495402751</sourcerecordid><originalsourceid>FETCH-LOGICAL-c245t-590f7977e8b852ee9b9b1a4f228ff3798454a1fda1be33b77263de4ef91fead23</originalsourceid><addsrcrecordid>eNpdkE1Lw0AQhhdRrFYv_gAJeBEhOvuV7YKXWj-h0Es9h91m1m5NsjWbHPz3prb2IAzMHB5e3nkIuaBwS4HruwKCBcapNgfkhAqlUpBcH-5vBgNyGuMKgGqViWMy4DyTFKQ6IffzJSbt0gdT-cK0PtRJcMkHVmnhbROqYMpPrDEmvk5MP18dhi4mFRa-q87IkTNlxPPdHpL356f55DWdzl7eJuNpumBCtqnU4JRWCkd2JBmittpSIxxjI-e40iMhhaGuMNQi51YplvECBTpNHZqC8SG53uaum9AXiG1e-bjAsjT1pk3OhJYCmJK0R6_-oavQNXXfLmcSRKap4tBTN1tq0YQYG3T5uvGVab5zCvnGaf4Is4dfp-MevtxFdrb_e4_-SeQ_hQJwLw</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2504691730</pqid></control><display><type>article</type><title>The thioamidation of gem-dibromoalkenes in an aqueous medium</title><source>Royal Society Of Chemistry Journals 2008-</source><source>Alma/SFX Local Collection</source><creator>Vankar, Jigarkumar K ; Gupta, Ankush ; Jadav, Jaydeepbhai P ; Nanjegowda, Shankara H ; Gururaja, Guddeangadi N</creator><creatorcontrib>Vankar, Jigarkumar K ; Gupta, Ankush ; Jadav, Jaydeepbhai P ; Nanjegowda, Shankara H ; Gururaja, Guddeangadi N</creatorcontrib><description>The direct integration of sulphur and amine groups with 1,1-dibromoalkenes for thioamide synthesis has been achieved in an aqueous medium. The presented green protocol emphasizes the suitability of aqueous media for the thioamidation reaction and enables greater selectivity with synthetic utility. A wide range of thioamides in moderate to excellent yields has been achieved using readily available starting materials, with the use of no organic solvents, catalysts, or additives.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/d0ob02319a</identifier><identifier>PMID: 33651057</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Additives ; Aqueous solutions ; Catalysts ; Crystallography ; Organic solvents ; Selectivity ; Sulfur</subject><ispartof>Organic &amp; biomolecular chemistry, 2021-03, Vol.19 (11), p.2473-2480</ispartof><rights>Copyright Royal Society of Chemistry 2021</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c245t-590f7977e8b852ee9b9b1a4f228ff3798454a1fda1be33b77263de4ef91fead23</citedby><cites>FETCH-LOGICAL-c245t-590f7977e8b852ee9b9b1a4f228ff3798454a1fda1be33b77263de4ef91fead23</cites><orcidid>0000-0002-6403-4440 ; 0000-0001-8306-8139 ; 0000-0002-8496-5023 ; 0000-0003-0074-2250</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/33651057$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Vankar, Jigarkumar K</creatorcontrib><creatorcontrib>Gupta, Ankush</creatorcontrib><creatorcontrib>Jadav, Jaydeepbhai P</creatorcontrib><creatorcontrib>Nanjegowda, Shankara H</creatorcontrib><creatorcontrib>Gururaja, Guddeangadi N</creatorcontrib><title>The thioamidation of gem-dibromoalkenes in an aqueous medium</title><title>Organic &amp; biomolecular chemistry</title><addtitle>Org Biomol Chem</addtitle><description>The direct integration of sulphur and amine groups with 1,1-dibromoalkenes for thioamide synthesis has been achieved in an aqueous medium. The presented green protocol emphasizes the suitability of aqueous media for the thioamidation reaction and enables greater selectivity with synthetic utility. A wide range of thioamides in moderate to excellent yields has been achieved using readily available starting materials, with the use of no organic solvents, catalysts, or additives.</description><subject>Additives</subject><subject>Aqueous solutions</subject><subject>Catalysts</subject><subject>Crystallography</subject><subject>Organic solvents</subject><subject>Selectivity</subject><subject>Sulfur</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2021</creationdate><recordtype>article</recordtype><recordid>eNpdkE1Lw0AQhhdRrFYv_gAJeBEhOvuV7YKXWj-h0Es9h91m1m5NsjWbHPz3prb2IAzMHB5e3nkIuaBwS4HruwKCBcapNgfkhAqlUpBcH-5vBgNyGuMKgGqViWMy4DyTFKQ6IffzJSbt0gdT-cK0PtRJcMkHVmnhbROqYMpPrDEmvk5MP18dhi4mFRa-q87IkTNlxPPdHpL356f55DWdzl7eJuNpumBCtqnU4JRWCkd2JBmittpSIxxjI-e40iMhhaGuMNQi51YplvECBTpNHZqC8SG53uaum9AXiG1e-bjAsjT1pk3OhJYCmJK0R6_-oavQNXXfLmcSRKap4tBTN1tq0YQYG3T5uvGVab5zCvnGaf4Is4dfp-MevtxFdrb_e4_-SeQ_hQJwLw</recordid><startdate>20210321</startdate><enddate>20210321</enddate><creator>Vankar, Jigarkumar K</creator><creator>Gupta, Ankush</creator><creator>Jadav, Jaydeepbhai P</creator><creator>Nanjegowda, Shankara H</creator><creator>Gururaja, Guddeangadi N</creator><general>Royal Society of Chemistry</general><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>7T7</scope><scope>7TM</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope><orcidid>https://orcid.org/0000-0002-6403-4440</orcidid><orcidid>https://orcid.org/0000-0001-8306-8139</orcidid><orcidid>https://orcid.org/0000-0002-8496-5023</orcidid><orcidid>https://orcid.org/0000-0003-0074-2250</orcidid></search><sort><creationdate>20210321</creationdate><title>The thioamidation of gem-dibromoalkenes in an aqueous medium</title><author>Vankar, Jigarkumar K ; Gupta, Ankush ; Jadav, Jaydeepbhai P ; Nanjegowda, Shankara H ; Gururaja, Guddeangadi N</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c245t-590f7977e8b852ee9b9b1a4f228ff3798454a1fda1be33b77263de4ef91fead23</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2021</creationdate><topic>Additives</topic><topic>Aqueous solutions</topic><topic>Catalysts</topic><topic>Crystallography</topic><topic>Organic solvents</topic><topic>Selectivity</topic><topic>Sulfur</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Vankar, Jigarkumar K</creatorcontrib><creatorcontrib>Gupta, Ankush</creatorcontrib><creatorcontrib>Jadav, Jaydeepbhai P</creatorcontrib><creatorcontrib>Nanjegowda, Shankara H</creatorcontrib><creatorcontrib>Gururaja, Guddeangadi N</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Nucleic Acids Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Organic &amp; biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Vankar, Jigarkumar K</au><au>Gupta, Ankush</au><au>Jadav, Jaydeepbhai P</au><au>Nanjegowda, Shankara H</au><au>Gururaja, Guddeangadi N</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>The thioamidation of gem-dibromoalkenes in an aqueous medium</atitle><jtitle>Organic &amp; biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2021-03-21</date><risdate>2021</risdate><volume>19</volume><issue>11</issue><spage>2473</spage><epage>2480</epage><pages>2473-2480</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>The direct integration of sulphur and amine groups with 1,1-dibromoalkenes for thioamide synthesis has been achieved in an aqueous medium. The presented green protocol emphasizes the suitability of aqueous media for the thioamidation reaction and enables greater selectivity with synthetic utility. A wide range of thioamides in moderate to excellent yields has been achieved using readily available starting materials, with the use of no organic solvents, catalysts, or additives.</abstract><cop>England</cop><pub>Royal Society of Chemistry</pub><pmid>33651057</pmid><doi>10.1039/d0ob02319a</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0002-6403-4440</orcidid><orcidid>https://orcid.org/0000-0001-8306-8139</orcidid><orcidid>https://orcid.org/0000-0002-8496-5023</orcidid><orcidid>https://orcid.org/0000-0003-0074-2250</orcidid></addata></record>
fulltext fulltext
identifier ISSN: 1477-0520
ispartof Organic & biomolecular chemistry, 2021-03, Vol.19 (11), p.2473-2480
issn 1477-0520
1477-0539
language eng
recordid cdi_proquest_miscellaneous_2495402751
source Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection
subjects Additives
Aqueous solutions
Catalysts
Crystallography
Organic solvents
Selectivity
Sulfur
title The thioamidation of gem-dibromoalkenes in an aqueous medium
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-01T18%3A08%3A48IST&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=The%20thioamidation%20of%20gem-dibromoalkenes%20in%20an%20aqueous%20medium&rft.jtitle=Organic%20&%20biomolecular%20chemistry&rft.au=Vankar,%20Jigarkumar%20K&rft.date=2021-03-21&rft.volume=19&rft.issue=11&rft.spage=2473&rft.epage=2480&rft.pages=2473-2480&rft.issn=1477-0520&rft.eissn=1477-0539&rft_id=info:doi/10.1039/d0ob02319a&rft_dat=%3Cproquest_cross%3E2495402751%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=2504691730&rft_id=info:pmid/33651057&rfr_iscdi=true