Synthesis of trifluoroalkyl or difluoroalkyl phenanthridine derivatives via cascade reaction using an intramolecular cyano group as a radical acceptor under photoredox catalysis

Synthesis of trifluoroalkyl or difluoroalkyl phenanthridine derivatives via cascade reaction using an intramolecular cyano group as a radical acceptor under photoredox catalysis
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光氧化还原催化下分子内氰基作为自由基受体级联反应合成三氟烷基或二氟烷基菲啶衍生物

DOI:
10.1039/c7ob02804k
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发表时间:
2018
影响因子:
3.2
通讯作者:
Sun Peipei
Sun Peipei
中科院分区:
化学3区
文献类型:
--
作者:
Liu Xu;Wu Zhongjie;Zhang Zeguo;Liu Ping;Sun Peipei

文献摘要

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在Ru(phen)3Cl 2或fac-Ir(ppy)3存在下,在可见光照射下,N-芳基丙烯酰胺与含氟基团加成,然后进行分子内氰基插入级联环化反应,以中等至良好的产率合成了三氟烷基或二氟烷基菲啶衍生物.三种容易获得的氟烷基化试剂CF_3SO_2Cl、BrCF_2CO_2Et和BrCF_2PO(OEt)_2被用作氟自由基的来源。
In the presence of Ru(phen)3Cl2 or fac-Ir(ppy)3 under visible-light irradiation, the addition of fluorinated radicals to N-arylacrylamides followed by an intramolecular cyano group insertion cascade cyclization process produced trifluoroalkyl or difluoroalkyl phenanthridine derivatives in moderate to good yields. Three easily available fluoroalkylated reagents CF3SO2Cl, BrCF2CO2Et and BrCF2PO(OEt)2 were used as the sources of fluorinated radicals.