Functionalization of activated methylene C-H bonds with nitroarenes and sulfur for the synthesis of thioamides
We report a method to obtain arylthioamides by the functionalization of sp 3 C-H bonds in phenylacetic acids and benzyl alcohols. Reactions proceeded without the use of any solvents and were compatible with many functionalities and heterocycles. These conditions allow for a rapid synthesis of thioam...
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Veröffentlicht in: | Organic & biomolecular chemistry 2019-10, Vol.17 (4), p.8987-8991 |
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container_title | Organic & biomolecular chemistry |
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creator | Do, Nhan T Tran, Khoa M Phan, Hao T To, Tuong A Nguyen, Tung T Phan, Nam T. S |
description | We report a method to obtain arylthioamides by the functionalization of sp
3
C-H bonds in phenylacetic acids and benzyl alcohols. Reactions proceeded without the use of any solvents and were compatible with many functionalities and heterocycles. These conditions allow for a rapid synthesis of thioamides from simple, commercial substrates.
Synthesis of arylthioamides from nitroarenes is reported for the first time. Phenylacetic acids or benzyl alcohols could be used as benzyl synthons. |
doi_str_mv | 10.1039/c9ob01751h |
format | Article |
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3
C-H bonds in phenylacetic acids and benzyl alcohols. Reactions proceeded without the use of any solvents and were compatible with many functionalities and heterocycles. These conditions allow for a rapid synthesis of thioamides from simple, commercial substrates.
Synthesis of arylthioamides from nitroarenes is reported for the first time. Phenylacetic acids or benzyl alcohols could be used as benzyl synthons.</description><identifier>ISSN: 1477-0520</identifier><identifier>EISSN: 1477-0539</identifier><identifier>DOI: 10.1039/c9ob01751h</identifier><identifier>PMID: 31584054</identifier><language>eng</language><publisher>England: Royal Society of Chemistry</publisher><subject>Alcohols ; Benzyl alcohol ; Optimization ; Substrates ; Sulfur ; Synthesis</subject><ispartof>Organic & biomolecular chemistry, 2019-10, Vol.17 (4), p.8987-8991</ispartof><rights>Copyright Royal Society of Chemistry 2019</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c363t-23107fd361ddeec79303e3fa369d8eb9907aaf533b40bff63b725c2394e616273</citedby><cites>FETCH-LOGICAL-c363t-23107fd361ddeec79303e3fa369d8eb9907aaf533b40bff63b725c2394e616273</cites><orcidid>0000-0003-4278-8994 ; 0000-0002-5928-7638 ; 0000-0002-0912-9981</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/31584054$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Do, Nhan T</creatorcontrib><creatorcontrib>Tran, Khoa M</creatorcontrib><creatorcontrib>Phan, Hao T</creatorcontrib><creatorcontrib>To, Tuong A</creatorcontrib><creatorcontrib>Nguyen, Tung T</creatorcontrib><creatorcontrib>Phan, Nam T. S</creatorcontrib><title>Functionalization of activated methylene C-H bonds with nitroarenes and sulfur for the synthesis of thioamides</title><title>Organic & biomolecular chemistry</title><addtitle>Org Biomol Chem</addtitle><description>We report a method to obtain arylthioamides by the functionalization of sp
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Synthesis of arylthioamides from nitroarenes is reported for the first time. Phenylacetic acids or benzyl alcohols could be used as benzyl synthons.</description><subject>Alcohols</subject><subject>Benzyl alcohol</subject><subject>Optimization</subject><subject>Substrates</subject><subject>Sulfur</subject><subject>Synthesis</subject><issn>1477-0520</issn><issn>1477-0539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2019</creationdate><recordtype>article</recordtype><recordid>eNp9kUFv1DAQha2qqC1LL72DjLggpFA7k8TxEVaURarUC5wjJx4rrhJ7azug5dfj7ZatxIHTjOZ9eiO9R8gVZx85A3k9SN8zLmo-npALXglRsBrk6XEv2Tl5GeM9Y1yKpjoj58DrtmJ1dUHczeKGZL1Tk_2t9gv1hqp8-qkSajpjGncTOqTrYkN773Skv2waqbMpeBWyEqlymsZlMkugxgeaRqRx5_KINu7t0mi9mq3G-Iq8MGqKePk0V-THzZfv601xe_f12_rTbTFAA6kogTNhNDRca8RBSGCAYBQ0UrfYS8mEUqYG6CvWG9NAL8p6KEFW2PCmFLAi7w--2-AfFoypm20ccJqUQ7_ErgTGq7IVLc_ou3_Qe7-EnMcj1bCyZfn7inw4UEPwMQY03TbYWYVdx1m3b6Fby7vPjy1sMvzmyXLpZ9RH9G_sGXh9AEIcjupzjVl_-z-922oDfwBcgpf5</recordid><startdate>20191028</startdate><enddate>20191028</enddate><creator>Do, Nhan T</creator><creator>Tran, Khoa M</creator><creator>Phan, Hao T</creator><creator>To, Tuong A</creator><creator>Nguyen, Tung T</creator><creator>Phan, Nam T. S</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/0000-0003-4278-8994</orcidid><orcidid>https://orcid.org/0000-0002-5928-7638</orcidid><orcidid>https://orcid.org/0000-0002-0912-9981</orcidid></search><sort><creationdate>20191028</creationdate><title>Functionalization of activated methylene C-H bonds with nitroarenes and sulfur for the synthesis of thioamides</title><author>Do, Nhan T ; Tran, Khoa M ; Phan, Hao T ; To, Tuong A ; Nguyen, Tung T ; Phan, Nam T. S</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c363t-23107fd361ddeec79303e3fa369d8eb9907aaf533b40bff63b725c2394e616273</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2019</creationdate><topic>Alcohols</topic><topic>Benzyl alcohol</topic><topic>Optimization</topic><topic>Substrates</topic><topic>Sulfur</topic><topic>Synthesis</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Do, Nhan T</creatorcontrib><creatorcontrib>Tran, Khoa M</creatorcontrib><creatorcontrib>Phan, Hao T</creatorcontrib><creatorcontrib>To, Tuong A</creatorcontrib><creatorcontrib>Nguyen, Tung T</creatorcontrib><creatorcontrib>Phan, Nam T. S</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 & biomolecular chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Do, Nhan T</au><au>Tran, Khoa M</au><au>Phan, Hao T</au><au>To, Tuong A</au><au>Nguyen, Tung T</au><au>Phan, Nam T. S</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Functionalization of activated methylene C-H bonds with nitroarenes and sulfur for the synthesis of thioamides</atitle><jtitle>Organic & biomolecular chemistry</jtitle><addtitle>Org Biomol Chem</addtitle><date>2019-10-28</date><risdate>2019</risdate><volume>17</volume><issue>4</issue><spage>8987</spage><epage>8991</epage><pages>8987-8991</pages><issn>1477-0520</issn><eissn>1477-0539</eissn><abstract>We report a method to obtain arylthioamides by the functionalization of sp
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source | Royal Society Of Chemistry Journals; Alma/SFX Local Collection |
subjects | Alcohols Benzyl alcohol Optimization Substrates Sulfur Synthesis |
title | Functionalization of activated methylene C-H bonds with nitroarenes and sulfur for the synthesis of thioamides |
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