The Journal of Organic Chemistry

Nucleic acid related compounds. 79. Efficient conversions of thioethers to. alpha.-fluoro thioethers with DAST or DAST/antimony (III) chloride

MJ Robins, SF Wnuk

Index: Robins, Morris J.; Wnuk, Stanislaw F. Journal of Organic Chemistry, 1993 , vol. 58, # 15 p. 3800 - 3801

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Citation Number: 67

Abstract

Summary: Dialkyl or alkyl aryl thioethers, including nucleoside thioethers, undergo virtually quantitative conversion to a-fluoro thioethers with (diethy1amino) sulfur trifluoride (DAST) in dichloromethane at ambient temperature. Antimony (II1) chloride catalyzes the process. a- Fluoro thioethers have recently been employed in syntheses of novel biologically active compoundsM and in preparations of a-fluoro sulfoxidesPp6 sulfones,'and sulfoximinese ...

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