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Iron-catalyzed cascade addition/cyclization of 2-biphenyl isocyanides with toluenes: a highly efficient approach to 6-benzylated phenanthridines

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Abstract

A highly efficient Fe-catalyzed cascade addition/cyclization of 2-biphenyl isocyanides with toluenes for the synthesis of 6-benzylated phenanthridines has been reported. Di-tert-butyl peroxide (DTBP) was employed as both a radical initiator and an oxidant. The procedure tolerates various functional groups, providing the corresponding products in moderate to good yields. The proposed mechanism involves the cascade addition of benzyl radicals to the isocyanides and the following radical aromatic cyclization.

Graphical abstract: Iron-catalyzed cascade addition/cyclization of 2-biphenyl isocyanides with toluenes: a highly efficient approach to 6-benzylated phenanthridines

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Publication details

The article was received on 03 Oct 2018, accepted on 31 Oct 2018 and first published on 02 Nov 2018


Article type: Paper
DOI: 10.1039/C8OB02462F
Citation: Org. Biomol. Chem., 2018, Advance Article
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    Iron-catalyzed cascade addition/cyclization of 2-biphenyl isocyanides with toluenes: a highly efficient approach to 6-benzylated phenanthridines

    L. Wang, W. Xiong, Y. Peng and Q. Ding, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB02462F

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