Citation: Shen Ningning, Liu Yanjie, Tian Rongqiang, Duan Zheng, Mathey Francois. Synthesis of Polycyclic Phosphacycles via 1-Phosphafulvene[J]. Chinese Journal of Organic Chemistry, ;2019, 39(8): 2277-2286. doi: 10.6023/cjoc201903042 shu

Synthesis of Polycyclic Phosphacycles via 1-Phosphafulvene

International Phosphorus Laboratory, International Joint Research Laboratory for Functional Organophosphorus Materials of Henan Province, College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450001

Corresponding author: Tian Rongqiang, tianrq@zzu.edu.cn Duan Zheng, duanzheng@zzu.edu.cn
Received Date: 21 March 2019
Revised Date: 11 April 2019
Available Online: 19 August 2019
Fund Project: the National Natural Science Foundation of China 21672193Project supported by the National Natural Science Foundation of China (Nos. 21302174, 21672193, 21272218), the China Postdoctoral Science Foundation(No. 2017M622362), and the Young Talent Research Fund of Zhengzhou University (No. 1621316006)the National Natural Science Foundation of China 21302174the China Postdoctoral Science Foundation 2017M622362the Young Talent Research Fund of Zhengzhou University 1621316006the National Natural Science Foundation of China 21272218

Figures(6)

1-Phosphafulvenes are unique in their cycloaddition reactions, which act as 2π, 4π, and 6π systems and provide versatile and powerful approaches to various polycyclic systems. The reaction of 1-phosphafulvene with 1, 4-benzoquinone and N-phenylmaleimide upon heating provided phosphapolycyclic rings in moderate to good yields. The possible mechanism included an oxidative addition of 1-phosphafulvene with 1, 4-benzoquinone and successive Diels-Alder reactions with N-phenylmaleimide. The exocyclic C=C bond of 1-phosphafulvene is cruial to this reaction.
- phosphafulvene,
- 1, 4-benzoquinone,
- oxidative addition,
- cycloaddition
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