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Issue 74, 2014
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TBHP-promoted sequential radical silylation and aromatisation of aryl isonitriles with silanes

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Abstract

The tert-butyl hydroperoxide (TBHP) promoted sequential silylation and aromatisation of isonitriles was developed, where the silyl group was regioselectively installed at the 6-position of phenanthridines. This procedure tolerates a series of functional groups, such as fluoro, chloro, acetyl, methoxy carbonyl, cyano and trifluoromethyl. The addition of a silyl radical to the isonitrile followed by an intramolecular aromatic cyclization was involved in this transformation.

Graphical abstract: TBHP-promoted sequential radical silylation and aromatisation of aryl isonitriles with silanes

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Publication details

The article was received on 23 Jun 2014, accepted on 24 Jul 2014 and first published on 25 Jul 2014


Article type: Communication
DOI: 10.1039/C4CC04773G
Citation: Chem. Commun., 2014,50, 10864-10867
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    TBHP-promoted sequential radical silylation and aromatisation of aryl isonitriles with silanes

    L. Wang, H. Zhu, S. Guo, J. Cheng and J. Yu, Chem. Commun., 2014, 50, 10864
    DOI: 10.1039/C4CC04773G

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