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学科主题: 氟化学
题名: Deoxygenative gem-difluoroolefination of carbonyl compounds with (chlorodifluoromethyl)trimethylsilane and triphenylphosphine
其他题名: 以(氯甲基)三甲基硅烷试剂和三苯基膦对羰基化合物的脱氧偕二氟烯基化
作者: Wang F(王飞); Li LC(李铃春); Ni CF(倪传法); Hu JB(胡金波)
通讯作者: 胡金波
刊名: Beilstein J. Org. Chem.
发表日期: 2014
DOI: 10.3762/bjoc.10.32
卷: 10, 页:344-351
收录类别: SCI
英文摘要: Background: 1,1-Difluoroalkenes cannot only be used as valuable precursors for organic synthesis, but also act as bioisosteres for enzyme inhibitors. Among various methods for their preparation, the carbonyl olefination with difluoromethylene phosphonium ylide represents one of the most straightforward methods. Results: The combination of (chlorodifluoromethyl) trimethylsilane (TMSCF2Cl) and triphenylphosphine (PPh3) can be used for the synthesis of gem-difluoroolefins from carbonyl compounds. Comparative experiments demonstrate that TMSCF2Cl is superior to (bromodifluoromethyl) trimethylsilane (TMSCF2Br) and (trifluoromethyl) trimethylsilane (TMSCF3) in this reaction. Conclusion: Similar to many other Wittig-type gem-difluoroolefination reactions in the presence of PPh3, the reaction of TMSCF2Cl with aldehydes and activated ketones is effective.
语种: 英语
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内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/38813
Appears in Collections:中科院有机氟化学重点实验室_期刊论文

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作者单位: 中科院上海有机化学研究所

Recommended Citation:
Wang F,Li LC,Ni CF,et al. Deoxygenative gem-difluoroolefination of carbonyl compounds with (chlorodifluoromethyl)trimethylsilane and triphenylphosphine[J]. Beilstein J. Org. Chem.,2014,10:344-351.
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