Bromide ion promoted practical synthesis of phosphinothioates of sulfinic acid derivatives and H-phosphine oxides
A feasible method for the synthesis of phosphinothioates from sulfinic acid derivatives and phosphine oxides is described. This reaction can be carried out in an open flask at room temperature and in an aqueous medium. The scope of the sulfinic acid derivatives is extensive, with a wide range of sul...
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| Veröffentlicht in: | RSC advances 2022-11, Vol.12 (5), p.3235-32354 |
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| container_title | RSC advances |
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| creator | Li, Haoyuan Yan, Wenjie Ren, Peipei Hu, Huimin Sun, Runbo Liu, Meixia Fu, Zhengjiang Guo, Shengmei Cai, Hu |
| description | A feasible method for the synthesis of phosphinothioates from sulfinic acid derivatives and phosphine oxides is described. This reaction can be carried out in an open flask at room temperature and in an aqueous medium. The scope of the sulfinic acid derivatives is extensive, with a wide range of sulfinate esters, sulfinic acids, and sodium sulfinates compatible with these conditions, with good to excellent yields of phosphinothioates. In addition, a gram-scale synthesis with this reaction is achieved. A mechanism of this procedure was proposed.
Herein, a method for the practical synthesis of thiophosphinates under metal free and open flask conditions is reported. |
| doi_str_mv | 10.1039/d2ra06351d |
| format | Article |
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Herein, a method for the practical synthesis of thiophosphinates under metal free and open flask conditions is reported.</description><identifier>ISSN: 2046-2069</identifier><identifier>EISSN: 2046-2069</identifier><identifier>DOI: 10.1039/d2ra06351d</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Aqueous solutions ; Chemical synthesis ; Chemistry ; Esters ; Phosphine oxide ; Room temperature</subject><ispartof>RSC advances, 2022-11, Vol.12 (5), p.3235-32354</ispartof><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-c335t-c86a64540e479c1873e3fd674a7cb2c2b6a987775e859849728216ec3f4f41703</citedby><cites>FETCH-LOGICAL-c335t-c86a64540e479c1873e3fd674a7cb2c2b6a987775e859849728216ec3f4f41703</cites><orcidid>0000-0003-0908-2666 ; 0000-0002-4120-286X ; 0000-0003-2372-3319</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/PMC9665106/pdf/$$EPDF$$P50$$Gpubmedcentral$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC9665106/$$EHTML$$P50$$Gpubmedcentral$$Hfree_for_read</linktohtml><link.rule.ids>230,314,727,780,784,864,885,27924,27925,53791,53793</link.rule.ids></links><search><creatorcontrib>Li, Haoyuan</creatorcontrib><creatorcontrib>Yan, Wenjie</creatorcontrib><creatorcontrib>Ren, Peipei</creatorcontrib><creatorcontrib>Hu, Huimin</creatorcontrib><creatorcontrib>Sun, Runbo</creatorcontrib><creatorcontrib>Liu, Meixia</creatorcontrib><creatorcontrib>Fu, Zhengjiang</creatorcontrib><creatorcontrib>Guo, Shengmei</creatorcontrib><creatorcontrib>Cai, Hu</creatorcontrib><title>Bromide ion promoted practical synthesis of phosphinothioates of sulfinic acid derivatives and H-phosphine oxides</title><title>RSC advances</title><description>A feasible method for the synthesis of phosphinothioates from sulfinic acid derivatives and phosphine oxides is described. This reaction can be carried out in an open flask at room temperature and in an aqueous medium. The scope of the sulfinic acid derivatives is extensive, with a wide range of sulfinate esters, sulfinic acids, and sodium sulfinates compatible with these conditions, with good to excellent yields of phosphinothioates. In addition, a gram-scale synthesis with this reaction is achieved. A mechanism of this procedure was proposed.
Herein, a method for the practical synthesis of thiophosphinates under metal free and open flask conditions is reported.</description><subject>Aqueous solutions</subject><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Esters</subject><subject>Phosphine oxide</subject><subject>Room temperature</subject><issn>2046-2069</issn><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNpdkV1LHTEQhoO0UDl6430h0JtSWM3XJrs3BautFoRCqdchJ5l1I3uSNcke9N-betR-5GZeMk9mMvMidETJMSW8P3EsGSJ5S90e2mdEyIYR2b_5S79DhznfknpkS5mk--juS4ob7wD7GPBcdSzgqjC2eGsmnB9CGSH7jOOA5zHmefQhltFHU-DpMi_T4IO32FjvsIPkt6b4bU2a4PBl8_IIcLyvjfIBejuYKcPhc1yh629ff51dNlc_Lr6fnV41lvO2NLaTRopWEBCqt7RTHPjgpBJG2TWzbC1N3ymlWujavhO9Yh2jEiwfxCCoInyFPu_qzst6A85CKMlMek5-Y9KDjsbrfzPBj_ombnUv63LqHlfo43OBFO8WyEVvfLYwTSZAXLJmSpCWMNWxin74D72NSwp1vEpxRakgvK3Upx1lU8w5wfD6GUr0bwf1Oft5-uTgeYXf7-CU7Sv3x2H-CCy-maU</recordid><startdate>20221109</startdate><enddate>20221109</enddate><creator>Li, Haoyuan</creator><creator>Yan, Wenjie</creator><creator>Ren, Peipei</creator><creator>Hu, Huimin</creator><creator>Sun, Runbo</creator><creator>Liu, Meixia</creator><creator>Fu, Zhengjiang</creator><creator>Guo, Shengmei</creator><creator>Cai, Hu</creator><general>Royal Society of Chemistry</general><general>The Royal Society of Chemistry</general><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/0000-0003-0908-2666</orcidid><orcidid>https://orcid.org/0000-0002-4120-286X</orcidid><orcidid>https://orcid.org/0000-0003-2372-3319</orcidid></search><sort><creationdate>20221109</creationdate><title>Bromide ion promoted practical synthesis of phosphinothioates of sulfinic acid derivatives and H-phosphine oxides</title><author>Li, Haoyuan ; Yan, Wenjie ; Ren, Peipei ; Hu, Huimin ; Sun, Runbo ; Liu, Meixia ; Fu, Zhengjiang ; Guo, Shengmei ; Cai, Hu</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c335t-c86a64540e479c1873e3fd674a7cb2c2b6a987775e859849728216ec3f4f41703</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Aqueous solutions</topic><topic>Chemical synthesis</topic><topic>Chemistry</topic><topic>Esters</topic><topic>Phosphine oxide</topic><topic>Room temperature</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Li, Haoyuan</creatorcontrib><creatorcontrib>Yan, Wenjie</creatorcontrib><creatorcontrib>Ren, Peipei</creatorcontrib><creatorcontrib>Hu, Huimin</creatorcontrib><creatorcontrib>Sun, Runbo</creatorcontrib><creatorcontrib>Liu, Meixia</creatorcontrib><creatorcontrib>Fu, Zhengjiang</creatorcontrib><creatorcontrib>Guo, Shengmei</creatorcontrib><creatorcontrib>Cai, Hu</creatorcontrib><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, Haoyuan</au><au>Yan, Wenjie</au><au>Ren, Peipei</au><au>Hu, Huimin</au><au>Sun, Runbo</au><au>Liu, Meixia</au><au>Fu, Zhengjiang</au><au>Guo, Shengmei</au><au>Cai, Hu</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Bromide ion promoted practical synthesis of phosphinothioates of sulfinic acid derivatives and H-phosphine oxides</atitle><jtitle>RSC advances</jtitle><date>2022-11-09</date><risdate>2022</risdate><volume>12</volume><issue>5</issue><spage>3235</spage><epage>32354</epage><pages>3235-32354</pages><issn>2046-2069</issn><eissn>2046-2069</eissn><abstract>A feasible method for the synthesis of phosphinothioates from sulfinic acid derivatives and phosphine oxides is described. This reaction can be carried out in an open flask at room temperature and in an aqueous medium. The scope of the sulfinic acid derivatives is extensive, with a wide range of sulfinate esters, sulfinic acids, and sodium sulfinates compatible with these conditions, with good to excellent yields of phosphinothioates. In addition, a gram-scale synthesis with this reaction is achieved. A mechanism of this procedure was proposed.
Herein, a method for the practical synthesis of thiophosphinates under metal free and open flask conditions is reported.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/d2ra06351d</doi><tpages>5</tpages><orcidid>https://orcid.org/0000-0003-0908-2666</orcidid><orcidid>https://orcid.org/0000-0002-4120-286X</orcidid><orcidid>https://orcid.org/0000-0003-2372-3319</orcidid><oa>free_for_read</oa></addata></record> |
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| source | DOAJ Directory of Open Access Journals; PubMed Central Open Access; EZB-FREE-00999 freely available EZB journals; PubMed Central |
| subjects | Aqueous solutions Chemical synthesis Chemistry Esters Phosphine oxide Room temperature |
| title | Bromide ion promoted practical synthesis of phosphinothioates of sulfinic acid derivatives and H-phosphine oxides |
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