Citation: TANG Zilong, WANG Lian, TAN Jingzhao, YAO Yuan, PENG Lifeng. Boron Trifluoride Diethyl Etherate Catalyzed Synthesis of 1-(Carbamoylmethyl)-2-Aryl/Alkyl-3, 1-Benzoxazines[J]. Chinese Journal of Applied Chemistry, ;2018, 35(10): 1190-1200. doi: 10.11944/j.issn.1000-0518.2018.10.170352 shu

Boron Trifluoride Diethyl Etherate Catalyzed Synthesis of 1-(Carbamoylmethyl)-2-Aryl/Alkyl-3, 1-Benzoxazines

TANG Zilong ^a,b,, ,
WANG Lian ^a,b ,
TAN Jingzhao ^a,b ,
YAO Yuan ^a,b ,
PENG Lifeng ^a

a.
Key Laboratory of Theoretical Organic Chemistry and Functional Molecule, Ministry of Education, Hu'nan University of Science and Technology, Xiangtan, Hu'nan 411201, China
b.
School of Chemistry and Chemical Engineering, Hu'nan University of Science and Technology, Xiangtan, Hu'nan 411201, China

Corresponding author: TANG Zilong, zltang67@aliyun.com
Received Date: 26 September 2017
Revised Date: 2 November 2017
Accepted Date: 24 November 2017

Fund Project: Supported by the National Natural Science Foundation of China(No.201372070), the Subproject of National Key Technology R&D Program(No.2011BAE06B01), the Scientific Research Fund of Hunan Provincial Education Department (No.17A066), the Open Project of Key Laboratory of Theoretical Organic Chemistry and Fuctional Molecules of Ministry of Education(No.LKF1506)

Figures(3)

Boron trifluoride diethyl etherate(BF₃·OEt₂)catalyzed reaction of 2-(N-substituted amino)benzyl alcohol with aldehyde was studied, and resulted a new method for the preparation of substituted 3, 1-benzoxazine. By this method, a series of novel 1-(carbamoylmethyl)-2-aryl/alkyl-3, 1-benzoxazines was prepared. It was found that BF₃·OEt₂ was a more general catalyst for these reactions than chlorotrimethylsilane and SnCl₄ for the reaction and the reason causing this difference was discussed.
- nitrogen heterocycles,
- substituted 3, 1-benzoxazines,
- synthesis,
- boron trifluoride diethyl etherate,
- catalyst
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