Synthesis of phenanthridinones via palladium-catalyzed C(sp2)–H aminocarbonylation of unprotected o-arylanilines

Dongdong Liang; Ziwei Hu; Jiangling Peng; Jinbo Huang; Qiang Zhu

doi:10.1039/C2CC36817J

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Chemical Communications

Issue 2, 2013

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Synthesis of phenanthridinones via palladium-catalyzed C(sp²)–H aminocarbonylation of unprotected o-arylanilines

Dongdong Liang,^a Ziwei Hu,^a Jiangling Peng,^a Jinbo Huang^a and Qiang Zhu*^a

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State Key Laboratory of Respiratory Disease, Guangzhou Institutes of Biomedicine and Health, Chinese Academy of Sciences, 190 Kaiyuan Avenue, Guangzhou 510530, China
E-mail: zhu_qiang@gibh.ac.cn ;
Fax: +86 20-3201-5299 ;
Tel: +86 20-3201-5287

Chem. Commun., 2013,49, 173-175

DOI: 10.1039/C2CC36817J
Received 19 Sep 2012, Accepted 03 Nov 2012
First published online 05 Nov 2012

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An efficient synthesis of free (NH)-phenanthridinones through Pd-catalyzed C(sp²)–H aminocarbonylation of unprotected o-arylanilines under an atmospheric pressure of CO has been developed. Some ortho heteroarene substituted anilines as well as N-alkyl protected o-arylanilines are also suitable substrates for this C–H aminocarbonylation reaction.

Abstract from Methods in Organic Synthesis 2013

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Dongdong Liang
Ziwei Hu
Jiangling Peng
Jinbo Huang
Qiang Zhu

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Synthesis of phenanthridinones via palladium-catalyzed C(sp²)–H aminocarbonylation of unprotected o-arylanilines