Issue 29, 2018

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

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

Supplementary files

Article information

Article type
Communication
Submitted
12 Jun 2018
Accepted
30 Jun 2018
First published
03 Jul 2018

Org. Biomol. Chem., 2018,16, 5236-5240

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, 16, 5236 DOI: 10.1039/C8OB01386A

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