A new method for synthesis of S-aryl-O-alkyl thiolcarbonates: Selenium-catalyzed reaction of alcohols with carbon monoxide and diaryl disulfides

Tetrahedron Letters

Volumn 46, Issue 43, 2005, Pages 7415-7417

  Nishiyama, Yutaka ^a   Maehira, Ken ^a   Nakase, Junko ^a   Sonoda, Noboru ^a  

^a KANSAI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALCOHOL; CARBON MONOXIDE; CARBONIC ACID DERIVATIVE; DISULFIDE; SELENIUM;

ARTICLE; CATALYSIS; CHEMICAL REACTION; PRESSURE; SYNTHESIS; TECHNIQUE;

EID: 25444463313     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.08.108     Document Type: Article

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51. We have shown a new method for the synthesis of S-alkyl-O-alkyl thiolcarbonates using sulfur-assisted O-carbonylation of alcohols with carbon monoxide in the presence of DBU. See: T. Mizuno, I. Nishiguchi, T. Hirashima, A. Ogawa, N. Kambe, and N. Sonoda Tetrahedron Lett. 29 1988 4767
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54. When 2, which was generated in situ by the reaction of ethyl alcohol with selenium and carbon monoxide in the presence of triethyl amine, was allowed to react with diphenyl disulfide at 65°C for 5 h, S-phenyl-O-ethyl thiolcarbonate was obtained in 45% yield.