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Issue 88, 2016
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A general synthesis of arylindoles and (1-arylvinyl)carbazoles via a one-pot reaction from N-tosylhydrazones and 2-nitro-haloarenes and their potential application to colon cancer

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Abstract

A convergent and effective synthesis of 3-aryl-indoles, 2,3-diaryl indoles, and (1-arylvinyl)carbazoles from a one-pot sequence involving the coupling of N-tosylhydrazones with ortho-nitro-haloarenes followed by a cyclization has been developed. Compound 5i exhibits excellent antiproliferative activity in the low nM range against colon cancer cell lines.

Graphical abstract: A general synthesis of arylindoles and (1-arylvinyl)carbazoles via a one-pot reaction from N-tosylhydrazones and 2-nitro-haloarenes and their potential application to colon cancer

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Publication details

The article was received on 21 Sep 2016, accepted on 14 Oct 2016 and first published on 14 Oct 2016


Article type: Communication
DOI: 10.1039/C6CC07666A
Citation: Chem. Commun., 2016,52, 13027-13030
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    A general synthesis of arylindoles and (1-arylvinyl)carbazoles via a one-pot reaction from N-tosylhydrazones and 2-nitro-haloarenes and their potential application to colon cancer

    T. Bzeih, T. Naret, A. Hachem, N. Jaber, A. Khalaf, J. Bignon, J. Brion, M. Alami and A. Hamze, Chem. Commun., 2016, 52, 13027
    DOI: 10.1039/C6CC07666A

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