DC Field | Value | Language |
---|---|---|
dc.contributor.author | Kim, TH | ko |
dc.contributor.author | Oh, Dong Young | ko |
dc.date.accessioned | 2013-02-28T03:08:41Z | - |
dc.date.available | 2013-02-28T03:08:41Z | - |
dc.date.created | 2012-02-06 | - |
dc.date.created | 2012-02-06 | - |
dc.date.created | 2012-02-06 | - |
dc.date.issued | 1995-07 | - |
dc.identifier.citation | BULLETIN OF THE KOREAN CHEMICAL SOCIETY, v.16, no.7, pp.609 - 613 | - |
dc.identifier.issn | 0253-2964 | - |
dc.identifier.uri | http://hdl.handle.net/10203/72455 | - |
dc.description.abstract | The reaction of chloro(methylthio and arylthio)methanephosphonate (1) and Pummerer-type reaction of sulfinylmethanephosphonate (2) with nucleophiles such as aromatic compounds and thiols were examined. The direct chlorination of, (methylthio and. arylthio)methanephosphonate with N-chlorosuccinimide (NCS) led to the formation of monochlorinated phosphonates (1) in good yield. The reaction of 1 with aromatic compounds and thiols in the presence of stannic chloride afforded a variety of aryl(methylthio)methanephosphonates (3) and thioacetals of formylphosphonates (4), respectively. Phosphonates 3 and 4 were also obtained from the reaction of Pummerer intermediate, generated from sulfinylmethanephosphonate.(2), with aromatic compounds and thiols, respectively. A versatile reaction conditions to generate Pummerer intermediate were examined. The best condition was the combination of trifluoroacetic anhydride with stannic chloride. All reactions may involve an initial formation of alpha-phosphoryl thiocarbocation and a subsequent nucleophilic attack of aromatic compounds and thiols. | - |
dc.language | English | - |
dc.publisher | KOREAN CHEMICAL SOC | - |
dc.subject | ORGANOSULFUR COMPOUNDS | - |
dc.subject | AROMATIC-COMPOUNDS | - |
dc.subject | FACILE SYNTHESIS | - |
dc.subject | CARBANIONS | - |
dc.subject | SULFIDES | - |
dc.title | FORMATION AND, REACTIONS OF ALPHA-PHOSPHORYL THIOCARBOCATIONS - SYNTHESIS OF ALPHA-SULFENYL | - |
dc.type | Article | - |
dc.identifier.wosid | A1995RN83000011 | - |
dc.type.rims | ART | - |
dc.citation.volume | 16 | - |
dc.citation.issue | 7 | - |
dc.citation.beginningpage | 609 | - |
dc.citation.endingpage | 613 | - |
dc.citation.publicationname | BULLETIN OF THE KOREAN CHEMICAL SOCIETY | - |
dc.contributor.nonIdAuthor | Kim, TH | - |
dc.description.isOpenAccess | N | - |
dc.type.journalArticle | Article | - |
dc.subject.keywordPlus | ORGANOSULFUR COMPOUNDS | - |
dc.subject.keywordPlus | AROMATIC-COMPOUNDS | - |
dc.subject.keywordPlus | FACILE SYNTHESIS | - |
dc.subject.keywordPlus | CARBANIONS | - |
dc.subject.keywordPlus | SULFIDES | - |
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