Phosphonodithioformates: Efficient Three-Component Coupling of Dialkyl phosphites, Carbon Disulfide, and Alkyl Halides in the Presence of Cesium Carbonate and Tetrabutylammonium Iodide
Abstract A mild one-pot, three-component coupling reaction uniting a dialkyl phosphite, carbon disulfide (CS 2 ) and an alkyl halide for the mild and efficient synthesis of phosphonodithioformates using cesium carbonate (Cs 2 CO 3 ) and tetrabutylammonium iodide (TBAI) was developed. Various dia...
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| Veröffentlicht in: | Synlett 2003-10, Vol.2003 (13), p.2037-2041 |
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| container_issue | 13 |
| container_start_page | 2037 |
| container_title | Synlett |
| container_volume | 2003 |
| creator | Fox, Daniel L. Whitely, Nathan R. Cohen, Richard J. Salvatore, Ralph Nicholas |
| description | Abstract
A mild one-pot, three-component coupling reaction uniting a dialkyl phosphite, carbon disulfide (CS
2
) and an alkyl halide for the mild and efficient synthesis of phosphonodithioformates using cesium carbonate (Cs
2
CO
3
) and tetrabutylammonium iodide (TBAI) was developed. Various dialkyl phosphites were examined using a diverse array of alkyl halides, and these improved reaction conditions were found to be highly selective producing the title compounds exclusively in moderate to high yields. |
| doi_str_mv | 10.1055/s-2003-41482 |
| format | Article |
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A mild one-pot, three-component coupling reaction uniting a dialkyl phosphite, carbon disulfide (CS
2
) and an alkyl halide for the mild and efficient synthesis of phosphonodithioformates using cesium carbonate (Cs
2
CO
3
) and tetrabutylammonium iodide (TBAI) was developed. Various dialkyl phosphites were examined using a diverse array of alkyl halides, and these improved reaction conditions were found to be highly selective producing the title compounds exclusively in moderate to high yields.</description><identifier>ISSN: 0936-5214</identifier><identifier>EISSN: 1437-2096</identifier><identifier>DOI: 10.1055/s-2003-41482</identifier><language>eng</language><subject>letter</subject><ispartof>Synlett, 2003-10, Vol.2003 (13), p.2037-2041</ispartof><rights>Georg Thieme Verlag Stuttgart · New York</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c201t-5590568b5da627b44a1a7721c040d9cadd26a43a6c9a0e8055c757d4d46863553</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-2003-41482.pdf$$EPDF$$P50$$Gthieme$$H</linktopdf><linktohtml>$$Uhttps://www.thieme-connect.de/products/ejournals/html/10.1055/s-2003-41482$$EHTML$$P50$$Gthieme$$H</linktohtml><link.rule.ids>314,776,780,3003,3004,27903,27904,54537,54538</link.rule.ids></links><search><creatorcontrib>Fox, Daniel L.</creatorcontrib><creatorcontrib>Whitely, Nathan R.</creatorcontrib><creatorcontrib>Cohen, Richard J.</creatorcontrib><creatorcontrib>Salvatore, Ralph Nicholas</creatorcontrib><title>Phosphonodithioformates: Efficient Three-Component Coupling of Dialkyl phosphites, Carbon Disulfide, and Alkyl Halides in the Presence of Cesium Carbonate and Tetrabutylammonium Iodide</title><title>Synlett</title><addtitle>Synlett</addtitle><description>Abstract
A mild one-pot, three-component coupling reaction uniting a dialkyl phosphite, carbon disulfide (CS
2
) and an alkyl halide for the mild and efficient synthesis of phosphonodithioformates using cesium carbonate (Cs
2
CO
3
) and tetrabutylammonium iodide (TBAI) was developed. Various dialkyl phosphites were examined using a diverse array of alkyl halides, and these improved reaction conditions were found to be highly selective producing the title compounds exclusively in moderate to high yields.</description><subject>letter</subject><issn>0936-5214</issn><issn>1437-2096</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><recordid>eNptkMFOwzAQRC0EEqVw4wN8pwE7sZOGWxUKrVSJHso5cuINcUnsyE4O_TM-DyftkdNqd9-MRoPQIyXPlHD-4oKQkChglC3DKzSjLEr8JY2v0YykURzwkLJbdOfckRDPpGSGfve1cV1ttJGqr5WpjG1FD-4Vr6tKlQp0jw-1BQgy03ZGj3tmhq5R-hubCr8p0fycGtxNNsorFzgTtjDav9zQVErCAgst8WriNqLxF4eVxn0NeG_BgS5htMrAqaG9qH2GSXWA3opi6E-NaFujR2Dro0q4RzeVaBw8XOYcfb2vD9km2H1-bLPVLihDQvuA85TweFlwKeIwKRgTVCRJSEvCiExLIWUYCxaJuEwFgaVvsUx4Iplk8TKOOI_maHH2La1xzkKVd1a1wp5ySvKx9dzlY-v51LrHn864LxNayI9msNrn-5_-AyOQhig</recordid><startdate>20031016</startdate><enddate>20031016</enddate><creator>Fox, Daniel L.</creator><creator>Whitely, Nathan R.</creator><creator>Cohen, Richard J.</creator><creator>Salvatore, Ralph Nicholas</creator><scope>AAYXX</scope><scope>CITATION</scope></search><sort><creationdate>20031016</creationdate><title>Phosphonodithioformates: Efficient Three-Component Coupling of Dialkyl phosphites, Carbon Disulfide, and Alkyl Halides in the Presence of Cesium Carbonate and Tetrabutylammonium Iodide</title><author>Fox, Daniel L. ; Whitely, Nathan R. ; Cohen, Richard J. ; Salvatore, Ralph Nicholas</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c201t-5590568b5da627b44a1a7721c040d9cadd26a43a6c9a0e8055c757d4d46863553</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2003</creationdate><topic>letter</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Fox, Daniel L.</creatorcontrib><creatorcontrib>Whitely, Nathan R.</creatorcontrib><creatorcontrib>Cohen, Richard J.</creatorcontrib><creatorcontrib>Salvatore, Ralph Nicholas</creatorcontrib><collection>CrossRef</collection><jtitle>Synlett</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Fox, Daniel L.</au><au>Whitely, Nathan R.</au><au>Cohen, Richard J.</au><au>Salvatore, Ralph Nicholas</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Phosphonodithioformates: Efficient Three-Component Coupling of Dialkyl phosphites, Carbon Disulfide, and Alkyl Halides in the Presence of Cesium Carbonate and Tetrabutylammonium Iodide</atitle><jtitle>Synlett</jtitle><addtitle>Synlett</addtitle><date>2003-10-16</date><risdate>2003</risdate><volume>2003</volume><issue>13</issue><spage>2037</spage><epage>2041</epage><pages>2037-2041</pages><issn>0936-5214</issn><eissn>1437-2096</eissn><abstract>Abstract
A mild one-pot, three-component coupling reaction uniting a dialkyl phosphite, carbon disulfide (CS
2
) and an alkyl halide for the mild and efficient synthesis of phosphonodithioformates using cesium carbonate (Cs
2
CO
3
) and tetrabutylammonium iodide (TBAI) was developed. Various dialkyl phosphites were examined using a diverse array of alkyl halides, and these improved reaction conditions were found to be highly selective producing the title compounds exclusively in moderate to high yields.</abstract><doi>10.1055/s-2003-41482</doi><tpages>5</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0936-5214 |
| ispartof | Synlett, 2003-10, Vol.2003 (13), p.2037-2041 |
| issn | 0936-5214 1437-2096 |
| language | eng |
| recordid | cdi_crossref_primary_10_1055_s_2003_41482 |
| source | Thieme Connect Journals |
| subjects | letter |
| title | Phosphonodithioformates: Efficient Three-Component Coupling of Dialkyl phosphites, Carbon Disulfide, and Alkyl Halides in the Presence of Cesium Carbonate and Tetrabutylammonium Iodide |
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