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Issue 3, 2018
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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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Abstract

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.

Graphical abstract: 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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Publication details

The article was received on 16 Nov 2017, accepted on 02 Dec 2017 and first published on 04 Dec 2017


Article type: Paper
DOI: 10.1039/C7OB02804K
Citation: Org. Biomol. Chem., 2018,16, 414-423
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    Synthesis of trifluoroalkyl or difluoroalkyl phenanthridine derivatives via cascade reaction using an intramolecular cyano group as a radical acceptor under photoredox catalysis

    X. Liu, Z. Wu, Z. Zhang, P. Liu and P. Sun, Org. Biomol. Chem., 2018, 16, 414
    DOI: 10.1039/C7OB02804K

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