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. 2018 Apr 13;8(25):13879-13890.
doi: 10.1039/c8ra02099j. eCollection 2018 Apr 11.

Palladium-catalyzed intramolecular C-H arylation of 2-halo- N-Boc- N-arylbenzamides for the synthesis of N-H phenanthridinones

Quan-Fang Hu  1 , Tian-Tao Gao  1 , Yao-Jie Shi  1 , Qian Lei  1 , Luo-Ting Yu  1
Affiliations

Palladium-catalyzed intramolecular C-H arylation of 2-halo- N-Boc- N-arylbenzamides for the synthesis of N-H phenanthridinones

Quan-Fang Hu et al. RSC Adv. .

Abstract

A palladium catalyzed synthesis of N-H phenanthridinones was developed via C-H arylation. The protocol gives phenanthridinones regioselectively by one-pot reaction without deprotection. It exhibits broad substrate scope and affords targets in up to 95% yields. Importantly, it could be applied for the less reactive o-chlorobenzamides.

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Conflict of interest statement

There are no conflicts of interest to declare.

Figures

Scheme 1
Scheme 1. Synthesis of phenanthridinones via intramolecular cyclization.
Scheme 2
Scheme 2. Synthesis of cyclization substrates.
Scheme 3
Scheme 3. Proposed mechanism for the phenanthridinone synthesis.
See this image and copyright information in PMC

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