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Pd-Catalyzed cascade cyclization of o-alkynylanilines via C-H/C-N bond cleavage leading to dibenzo[a,c]carbazoles. 2018

Sheng Zhang, and Hengmin Ma, and Hon Eong Ho, and Yoshinori Yamamoto, and Ming Bao, and Tienan Jin
State Key Laboratory of Fine Chemicals and School of Chemistry, Dalian University of Technology, Dalian 116023, China. mingbao@dlut.edu.cn.

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.

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