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Pd-Catalyzed cascade cyclization of o-alkynylanilines via C–H/C–N bond cleavage leading to dibenzo[a,c]carbazoles

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Abstract

A new and efficient Pd-catalyzed cascade cyclization of biaryl-tethered o-alkynylanilines for the formation of dibenzo[a,c]carbazole derivatives has been reported. The use of the alkyl-substituted tertiary anilines together with the combination of the PdCl2 catalyst with the MnO2 oxidant and PivOH is vital for giving rise to 5-endo cyclization, C–N bond cleavage, and C–H bond activation in a cascade manner to produce the corresponding products with structural diversity.

Graphical abstract: Pd-Catalyzed cascade cyclization of o-alkynylanilines via C–H/C–N bond cleavage leading to dibenzo[a,c]carbazoles

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Publication details

The article was received on 12 Jun 2018, accepted on 30 Jun 2018 and first published on 03 Jul 2018


Article type: Communication
DOI: 10.1039/C8OB01386A
Citation: Org. Biomol. Chem., 2018, Advance Article
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    Pd-Catalyzed cascade cyclization of o-alkynylanilines via C–H/C–N bond cleavage leading to dibenzo[a,c]carbazoles

    S. Zhang, H. Ma, H. E. Ho, Y. Yamamoto, M. Bao and T. Jin, Org. Biomol. Chem., 2018, Advance Article , DOI: 10.1039/C8OB01386A

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