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Issue 20, 2017
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One-pot sequential reaction to 2-substituted-phenanthridinones from N-methoxybenzamides

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Abstract

The sequential use of a hypervalent iodine reagent leads to the one-pot synthesis of 2-bromo/chloro-phenanthridinones via an amidation of arenes followed by a regioselective halogenation reaction. These consecutive C–H functionalization reactions can be used efficiently to construct 2-substituted-phenanthridinones at room temperature with good to high yields. Application of the current method is highlighted by the concise synthesis of the natural product PJ34.

Graphical abstract: One-pot sequential reaction to 2-substituted-phenanthridinones from N-methoxybenzamides

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Supplementary files

Article information


Submitted
16 Mar 2017
Accepted
25 Apr 2017
First published
25 Apr 2017

Org. Biomol. Chem., 2017,15, 4390-4398
Article type
Paper

One-pot sequential reaction to 2-substituted-phenanthridinones from N-methoxybenzamides

D. Liang, D. Sersen, C. Yang, J. R. Deschamps, G. H. Imler, C. Jiang and F. Xue, Org. Biomol. Chem., 2017, 15, 4390
DOI: 10.1039/C7OB00649G

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