Nucleophilic Difluoromethylation Using (Bromodifluoromethyl)trimethylsilane.
Nucleophilic Difluoromethylation Using (Bromodifluoromethyl)trimethylsilane.
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DOI：
10.1021/acs.orglett.6b01641
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发表时间：
2016-06
期刊：
影响因子：
5.2
通讯作者：
A. Trifonov;A. A. Zemtsov-A.;V. Levin;M. Struchkova;A. Dilman
中科院分区：
文献类型：
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作者：
A. Trifonov;A. A. Zemtsov-A.;V. Levin;M. Struchkova;A. Dilman
（溴二氟甲基）三甲基硅烷（Me3SiCF2Br），三苯基膦，和DMPU的组合作为一个源的二氟化磷叶立德Ph3P的CF2在温和的条件下。该体系用于酮和硝基烯烃的亲核二氟甲基化反应。反应效率被认为与底物的刘易斯酸性活化有关，所述活化通过在生成磷叶立德时形成的甲硅烷基鎓物质进行。
A combination of (bromodifluoromethyl)trimethylsilane (Me3SiCF2Br), triphenylphosphine, and DMPU serves as a source of difluorinated phosphorus ylide Ph3P═CF2 under mild conditions. The system was used to effect nucleophilic difluoromethylation of ketones and nitro alkenes. The reaction efficiency is believed to be associated with Lewis acidic activation of the substrates by a silylium species formed upon generation of the phosphorus ylide.