Rapid Access to 4H-3, 1-Benzoxazin-4-ones via Gold-Catalyzed One-Pot Oxidative Rearrangement of 2-Alkynyl Arylazides

doi:10.6023/cjoc201706030

Chin. J. Org. Chem. ›› 2018, Vol. 38 ›› Issue (1): 208-214.DOI: 10.6023/cjoc201706030 Previous Articles Next Articles

Special Issue: 庆祝吴养洁院士九十华诞专辑

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金催化2-炔基芳基叠氮氧化重排一锅法快速合成苯并噁嗪-4-酮

张小祥, 吕昌, 李萍, 雍万雄, 李静, 朱新宝

南京林业大学化工学院江苏省生物质绿色燃料与化学品重点实验室南京 210037

收稿日期:2017-06-23 修回日期:2017-08-17 发布日期:2017-09-15
通讯作者: 张小祥, 朱新宝 E-mail:zhangxiaoxiang@njfu.edu.cn;zhuxinbao@njfu.com.cn
基金资助:
Project supported by the Project supported by the Young National Natural Science Foundation of China (No. 21302096), the Young Natural Science Foundation of Jiangsu Province (Nos. BK20171449, BK20130962), the Postgraduate Research & Practice Innovation Program of Jiangsu Province (No. KYLX16_0844), and the Project Fund from the Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD).

Rapid Access to 4H-3, 1-Benzoxazin-4-ones via Gold-Catalyzed One-Pot Oxidative Rearrangement of 2-Alkynyl Arylazides

Zhang Xiaoxiang, Lü Chang, Li Ping, Yong Wanxiong, Li Jing, Zhu Xinbao

Jiangsu Key Laboratory of Biomass-based Green Fuels and Chemicals, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037

Received:2017-06-23 Revised:2017-08-17 Published:2017-09-15
Contact: 10.6023/cjoc201706030 E-mail:zhangxiaoxiang@njfu.edu.cn;zhuxinbao@njfu.com.cn
Supported by:
Project supported by the Project supported by the Young National Natural Science Foundation of China (No. 21302096), the Young Natural Science Foundation of Jiangsu Province (Nos. BK20171449, BK20130962), the Postgraduate Research & Practice Innovation Program of Jiangsu Province (No. KYLX16_0844), and the Project Fund from the Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD).

1. Rapid Access to 4H-3, 1-Benzoxazin-4-ones via Gold-Catalyzed One-Pot Oxidative Rearrangement of 2-Alkynyl Arylazides.PDF(525KB)

Abstract

The one-pot one-step synthetic method of 4H-3,1-benzoxazin-4-ones via the gold-catalyzed oxidative rearrangement of 2-alkynyl arylazides has been developed. The desired products were obtained in moderate to excellent yields under mild reaction conditions. In most cases, using acetic acid as solvent the reactions were shown to proceed very fast within 1 h.

Key words: gold-catalyzed, oxidative rearrangement, one-pot, 2-alkynyl arylazides

Cite this article

Zhang Xiaoxiang, Lü Chang, Li Ping, Yong Wanxiong, Li Jing, Zhu Xinbao. Rapid Access to 4H-3, 1-Benzoxazin-4-ones via Gold-Catalyzed One-Pot Oxidative Rearrangement of 2-Alkynyl Arylazides[J]. Chin. J. Org. Chem., 2018, 38(1): 208-214.

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金催化2-炔基芳基叠氮氧化重排一锅法快速合成苯并噁嗪-4-酮

Rapid Access to 4H-3, 1-Benzoxazin-4-ones via Gold-Catalyzed One-Pot Oxidative Rearrangement of 2-Alkynyl Arylazides

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