通过1-磷杂富烯合成含磷多环化合物
收稿日期: 2019-03-21
修回日期: 2019-04-11
网络出版日期: 2019-04-19
基金资助
国家自然科学基金(Nos.21302174,21672193,21272218)、中国博士后科学基金(No.2017M622362)、郑州大学优秀青年发展基金(No.1621316006)资助项目.
Synthesis of Polycyclic Phosphacycles via 1-Phosphafulvene
Received date: 2019-03-21
Revised date: 2019-04-11
Online published: 2019-04-19
Supported by
Project 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).
申宁宁 , 刘艳杰 , 田荣强 , 段征 , Francois Mathey . 通过1-磷杂富烯合成含磷多环化合物[J]. 有机化学, 2019 , 39(8) : 2277 -2286 . DOI: 10.6023/cjoc201903042
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.
Key words: phosphafulvene; 1,4-benzoquinone; oxidative addition; cycloaddition
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