Hydrothiophosphorylation of Vinyl Sulfoxides: First Examples
ABSTRACT The first examples of facile hydrothiophosphorylation of organyl vinyl sulfoxides are described. Nucleophilic addition of P,S-ambident secondary phosphine sulfides 1 and 2 to organyl vinyl sulfoxides 3-6 with potassium hydroxide at room temperature proceeds chemo- and regioselectively to gi...
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| Veröffentlicht in: | Synthesis (Stuttgart) 2005-11, Vol.2005 (18), p.3103-3106 |
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| container_issue | 18 |
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| container_title | Synthesis (Stuttgart) |
| container_volume | 2005 |
| creator | Gusarova, Nina K. Bogdanova, Maria V. Ivanova, Nina I. Chernysheva, Nataliya A. Sukhov, Boris G. Sinegovskaya, Lidiya M. Kazheva, Olga N. Alexandrov, Grigorii G. D’yachenko, Oleg A. Trofimov, Boris A. |
| description | ABSTRACT
The first examples of facile hydrothiophosphorylation of organyl vinyl sulfoxides are described. Nucleophilic addition of P,S-ambident secondary phosphine sulfides 1 and 2 to organyl vinyl sulfoxides 3-6 with potassium hydroxide at room temperature proceeds chemo- and regioselectively to give the corresponding bis(2-organylethyl)[2-(organylsulfinyl)ethyl]phosphine sulfides 7A-E in high isolated yields. |
| doi_str_mv | 10.1055/s-2005-918408 |
| format | Article |
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The first examples of facile hydrothiophosphorylation of organyl vinyl sulfoxides are described. Nucleophilic addition of P,S-ambident secondary phosphine sulfides 1 and 2 to organyl vinyl sulfoxides 3-6 with potassium hydroxide at room temperature proceeds chemo- and regioselectively to give the corresponding bis(2-organylethyl)[2-(organylsulfinyl)ethyl]phosphine sulfides 7A-E in high isolated yields.</description><identifier>ISSN: 0039-7881</identifier><identifier>EISSN: 1437-210X</identifier><identifier>DOI: 10.1055/s-2005-918408</identifier><language>eng</language><ispartof>Synthesis (Stuttgart), 2005-11, Vol.2005 (18), p.3103-3106</ispartof><rights>Georg Thieme Verlag Stuttgart · New York</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c236t-8131f4825abf60171ed7b4270c335b64867b7ec960549ba9bd07c06fc79ca7e63</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.thieme-connect.de/products/ejournals/pdf/10.1055/s-2005-918408.pdf$$EPDF$$P50$$Gthieme$$H</linktopdf><linktohtml>$$Uhttps://www.thieme-connect.de/products/ejournals/html/10.1055/s-2005-918408$$EHTML$$P50$$Gthieme$$H</linktohtml><link.rule.ids>314,776,780,3004,27903,27904,54538,54539</link.rule.ids></links><search><creatorcontrib>Gusarova, Nina K.</creatorcontrib><creatorcontrib>Bogdanova, Maria V.</creatorcontrib><creatorcontrib>Ivanova, Nina I.</creatorcontrib><creatorcontrib>Chernysheva, Nataliya A.</creatorcontrib><creatorcontrib>Sukhov, Boris G.</creatorcontrib><creatorcontrib>Sinegovskaya, Lidiya M.</creatorcontrib><creatorcontrib>Kazheva, Olga N.</creatorcontrib><creatorcontrib>Alexandrov, Grigorii G.</creatorcontrib><creatorcontrib>D’yachenko, Oleg A.</creatorcontrib><creatorcontrib>Trofimov, Boris A.</creatorcontrib><title>Hydrothiophosphorylation of Vinyl Sulfoxides: First Examples</title><title>Synthesis (Stuttgart)</title><addtitle>Synthesis</addtitle><description>ABSTRACT
The first examples of facile hydrothiophosphorylation of organyl vinyl sulfoxides are described. Nucleophilic addition of P,S-ambident secondary phosphine sulfides 1 and 2 to organyl vinyl sulfoxides 3-6 with potassium hydroxide at room temperature proceeds chemo- and regioselectively to give the corresponding bis(2-organylethyl)[2-(organylsulfinyl)ethyl]phosphine sulfides 7A-E in high isolated yields.</description><issn>0039-7881</issn><issn>1437-210X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><sourceid/><recordid>eNotj0tLAzEYRYMoOFaX7ucHGP3yTsSNlNYKBRc-cBeSTIZOmU7KZAqdf--Uurjc3T33IHRP4JGAEE8ZUwCBDdEc9AUqCGcKUwK_l6gAYAYrrck1usl5CwCKMlOgl9VY9WnYNGm_SXlKP7ZuaFJXprr8abqxLT8PbZ2OTRXzc7ls-jyUi6Pb7duYb9FV7doc7_57hr6Xi6_5Cq8_3t7nr2scKJMD1oSRmmsqnK8lEEVipTynCgJjwkuupfIqBiNBcOOd8RWoALIOygSnomQz9HDenX7GXbTbdOi7CWgJ2JO5zfZkbs_m7A8nR0vK</recordid><startdate>20051116</startdate><enddate>20051116</enddate><creator>Gusarova, Nina K.</creator><creator>Bogdanova, Maria V.</creator><creator>Ivanova, Nina I.</creator><creator>Chernysheva, Nataliya A.</creator><creator>Sukhov, Boris G.</creator><creator>Sinegovskaya, Lidiya M.</creator><creator>Kazheva, Olga N.</creator><creator>Alexandrov, Grigorii G.</creator><creator>D’yachenko, Oleg A.</creator><creator>Trofimov, Boris A.</creator><scope/></search><sort><creationdate>20051116</creationdate><title>Hydrothiophosphorylation of Vinyl Sulfoxides: First Examples</title><author>Gusarova, Nina K. ; Bogdanova, Maria V. ; Ivanova, Nina I. ; Chernysheva, Nataliya A. ; Sukhov, Boris G. ; Sinegovskaya, Lidiya M. ; Kazheva, Olga N. ; Alexandrov, Grigorii G. ; D’yachenko, Oleg A. ; Trofimov, Boris A.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c236t-8131f4825abf60171ed7b4270c335b64867b7ec960549ba9bd07c06fc79ca7e63</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Gusarova, Nina K.</creatorcontrib><creatorcontrib>Bogdanova, Maria V.</creatorcontrib><creatorcontrib>Ivanova, Nina I.</creatorcontrib><creatorcontrib>Chernysheva, Nataliya A.</creatorcontrib><creatorcontrib>Sukhov, Boris G.</creatorcontrib><creatorcontrib>Sinegovskaya, Lidiya M.</creatorcontrib><creatorcontrib>Kazheva, Olga N.</creatorcontrib><creatorcontrib>Alexandrov, Grigorii G.</creatorcontrib><creatorcontrib>D’yachenko, Oleg A.</creatorcontrib><creatorcontrib>Trofimov, Boris A.</creatorcontrib><jtitle>Synthesis (Stuttgart)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Gusarova, Nina K.</au><au>Bogdanova, Maria V.</au><au>Ivanova, Nina I.</au><au>Chernysheva, Nataliya A.</au><au>Sukhov, Boris G.</au><au>Sinegovskaya, Lidiya M.</au><au>Kazheva, Olga N.</au><au>Alexandrov, Grigorii G.</au><au>D’yachenko, Oleg A.</au><au>Trofimov, Boris A.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Hydrothiophosphorylation of Vinyl Sulfoxides: First Examples</atitle><jtitle>Synthesis (Stuttgart)</jtitle><addtitle>Synthesis</addtitle><date>2005-11-16</date><risdate>2005</risdate><volume>2005</volume><issue>18</issue><spage>3103</spage><epage>3106</epage><pages>3103-3106</pages><issn>0039-7881</issn><eissn>1437-210X</eissn><abstract>ABSTRACT
The first examples of facile hydrothiophosphorylation of organyl vinyl sulfoxides are described. Nucleophilic addition of P,S-ambident secondary phosphine sulfides 1 and 2 to organyl vinyl sulfoxides 3-6 with potassium hydroxide at room temperature proceeds chemo- and regioselectively to give the corresponding bis(2-organylethyl)[2-(organylsulfinyl)ethyl]phosphine sulfides 7A-E in high isolated yields.</abstract><doi>10.1055/s-2005-918408</doi><tpages>4</tpages></addata></record> |
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| language | eng |
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| source | Thieme Connect Journals |
| title | Hydrothiophosphorylation of Vinyl Sulfoxides: First Examples |
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