Citation: Zhang Zhiyong, Wang Qi, Zhang Hao, Chen Yongming, Wang Xin, Ge Zemei, Li Runtao. [3+3] Cycloaddition Reactions of Aza-oxyallyl Cations with Oximes: Synthesis of 2-N-Unsubstituted 1, 2, 4-Oxadiazinan-5-ones[J]. Chinese Journal of Organic Chemistry, ;2019, 39(7): 1970-1975. doi: 10.6023/cjoc201901030 shu

[3+3] Cycloaddition Reactions of Aza-oxyallyl Cations with Oximes: Synthesis of 2-N-Unsubstituted 1, 2, 4-Oxadiazinan-5-ones

State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191

Corresponding author: Li Runtao, lirt@bjmu.edu.cn
Received Date: 20 January 2019
Revised Date: 28 February 2019
Available Online: 2 July 2019
Fund Project: Project supported by the National Natural Science Foundation of China (No. 81673287)the National Natural Science Foundation of China 81673287

Figures(4)

The first[3+3] cycloaddition reaction of in situ-generated aza-oxyallyl cations with oximes was developed. This approach provides a simple and efficient method for the synthesis of 2-N-unsubstituted 1, 2, 4-oxadiazin-5-one derivatives with many merits, such as easy available regents, mild reaction conditions and high yield.
- 1, 2, 4-oxadiazinan-5-one,
- α-halohydroxamate,
- azaoxyallyl cations,
- oxime,
- [3+3]-cycloaddition
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