Conversion between Difluorocarbene and Difluoromethylene Ylide |
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Authors: | Jian Zheng Dr Jin‐Hong Lin Dr Ji Cai Prof Dr Ji‐Chang Xiao |
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Institution: | Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032 (P.R. China), Fax: (+86)?21‐6416‐6128 |
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Abstract: | The interconversion between difluoromethylene ylide and difluorocarbene is described. The difluoromethylene ylide precursor, Ph3P+CF2CO2?, could be turned into an efficient difluorocarbene reagent, whereas the classical difluorocarbene reagents, HCF2Cl and FSO2CF2CO2TMS, could generate highly reactive difluoromethylene ylide. Thus the Wittig difluoro‐olefination and difluorocyclopropanation could be selectively realized by using the same reagent. In addition, the ylides obtained from different carbene sources showed different reactivity in Wittig reactions. |
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Keywords: | carbenes difluorocyclopropanation difluoro‐olefination fluorine ylides |
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