Issue 41, 2015
From the journal:

Organic & Biomolecular Chemistry

Pd catalyzed insertion of alkynes into cyclic diaryliodoniums: a direct access to multi-substituted phenanthrenes†

Yongcheng Wu,ab   Fuhai Wu,b   Daqian Zhu,a   Bingling Luo,a   Haiwen Wang,c   Yumin Hu,a   Shijun Wen*ac  and  Peng Huanga  

* Corresponding authors

a Sun Yat-sen University Cancer Center, State Key Laboratory of Oncology in South China, Collaborative Innovation Center for Cancer Medicine, 651 Dongfeng East Road, Guangzhou 510060, China
E-mail: wenshj@sysucc.org.cn

b Guangdong Pharmaceutical University, 280 Waihuan East Road, Guangzhou 510006, China

c School of Pharmaceutical Sciences, Sun Yat-sen University, 132 Waihuan East Road, Guangzhou 510006, China

Abstract

Cyclic diaryliodoniums remain unexplored compared to linear iodoniums. In our current work, internal alkynes were for the first time applied to react with cyclic iodoniums, catalyzed by Pd, resulting in a [4 + 2] benzannulation. Our work offers a new strategy to synthesize multi-substituted phenanthrene derivatives which are not easily accessed by conventional methods.

Graphical abstract: Pd catalyzed insertion of alkynes into cyclic diaryliodoniums: a direct access to multi-substituted phenanthrenes

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Article information

DOI
https://doi.org/10.1039/C5OB01597A
Article type
Paper
Submitted
31 Jul 2015
Accepted
21 Aug 2015
First published
21 Aug 2015

Org. Biomol. Chem., 2015,13, 10386-10391

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Pd catalyzed insertion of alkynes into cyclic diaryliodoniums: a direct access to multi-substituted phenanthrenes

Y. Wu, F. Wu, D. Zhu, B. Luo, H. Wang, Y. Hu, S. Wen and P. Huang, Org. Biomol. Chem., 2015, 13, 10386 DOI: 10.1039/C5OB01597A

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