可见光促进下氟烷基砜对芳基烯烃的自由基氟烷基化反应
发布时间：2018-10-05 09:26
【摘要】：自由基氟烷基化是向有机分子中引入氟烷基的一类非常重要的方法,也是目前有机化学研究的热点之一.近几年来,由于广泛的官能团兼容性和温和的反应条件等优点,可见光促进的氧化还原催化反应得到了长足的发展,已经成为化学键的构建和活化的有力工具.因此,光氧化还原催化的自由基氟烷基化反应,作为向有机化合物中引入氟烷基的有效途径,受到了广泛关注.本文报道了我们发展的氟烷基砜作为一类方便易得的新型氟烷基自由基前体,在可见光氧化还原催化下实现对烯烃的自由基氟烷基化反应.该反应可以高效地向芳基烯烃中引入三氟甲基、二氟甲基、1,1-二氟乙基、苯基二氟甲基等各种含氟烷基基团,并实现对芳基烯烃的双官能团化转化.
[Abstract]:Free radical fluoroalkylation is a very important method to introduce fluoroalkyl to organic molecules, and it is also one of the hot spots in organic chemistry. In recent years, due to the advantages of extensive functional group compatibility and mild reaction conditions, visible light-induced redox catalytic reactions have been greatly developed and have become a powerful tool for the construction and activation of chemical bonds. Therefore, photoredox catalyzed free radical fluoroalkylation as an effective way to introduce fluoroalkyl into organic compounds has attracted wide attention. The fluoroalkyl sulfone developed by us as a kind of new fluoroalkyl radical precursor which is easy to obtain is reported in this paper. The alkylation of olefins with fluoroalkylation is realized under the catalysis of visible light redox. This reaction can efficiently introduce trifluoromethyl, difluoromethyl 1-difluoroethyl and phenyl difluoromethyl groups into aryl olefins, and realize the difunctional conversion of aryl olefin.
【作者单位】： 中国科学院上海有机化学研究所有机氟化学重点实验室;Syngenta Jealott’s
【基金】：973计划(2015CB931900) 国家自然科学基金(21372246,21421002,21472221) 上海市学术带头人计划(15XD1504400) 中国科学院青年创新促进会(2014231) Syngenta博士生奖学金资助~~
【分类号】：O621.25
[Abstract]:Free radical fluoroalkylation is a very important method to introduce fluoroalkyl to organic molecules, and it is also one of the hot spots in organic chemistry. In recent years, due to the advantages of extensive functional group compatibility and mild reaction conditions, visible light-induced redox catalytic reactions have been greatly developed and have become a powerful tool for the construction and activation of chemical bonds. Therefore, photoredox catalyzed free radical fluoroalkylation as an effective way to introduce fluoroalkyl into organic compounds has attracted wide attention. The fluoroalkyl sulfone developed by us as a kind of new fluoroalkyl radical precursor which is easy to obtain is reported in this paper. The alkylation of olefins with fluoroalkylation is realized under the catalysis of visible light redox. This reaction can efficiently introduce trifluoromethyl, difluoromethyl 1-difluoroethyl and phenyl difluoromethyl groups into aryl olefins, and realize the difunctional conversion of aryl olefin.
【作者单位】： 中国科学院上海有机化学研究所有机氟化学重点实验室;Syngenta Jealott’s
【基金】：973计划(2015CB931900) 国家自然科学基金(21372246,21421002,21472221) 上海市学术带头人计划(15XD1504400) 中国科学院青年创新促进会(2014231) Syngenta博士生奖学金资助~~
【分类号】：O621.25
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