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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
Wang F(王飞); Li LC(李铃春); Ni CF(倪传法); Hu JB(胡金波)
2014
发表期刊Beilstein J. Org. Chem.
卷号10页码:344-351
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.
学科领域氟化学
DOI10.3762/bjoc.10.32
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收录类别SCI
语种英语
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被引频次:33[WOS]   [WOS记录]     [WOS相关记录]
文献类型期刊论文
条目标识符http://ir.sioc.ac.cn/handle/331003/38813
专题中科院有机氟化学重点实验室
通讯作者Hu JB(胡金波)
作者单位中科院上海有机化学研究所
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GB/T 7714
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.
APA 王飞,李铃春,倪传法,&胡金波.(2014).Deoxygenative gem-difluoroolefination of carbonyl compounds with (chlorodifluoromethyl)trimethylsilane and triphenylphosphine.Beilstein J. Org. Chem.,10,344-351.
MLA 王飞,et al."Deoxygenative gem-difluoroolefination of carbonyl compounds with (chlorodifluoromethyl)trimethylsilane and triphenylphosphine".Beilstein J. Org. Chem. 10(2014):344-351.
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