Solvent-free 1,3-Dipolar Cycloaddition of Azomethine Imines with Terminal Alkynes Promoted by Calcium Fluoride Under the Ball Milling Condition

doi:10.1007/s40242-015-4480-0

高等学校化学研究 ›› 2015, Vol. 31 ›› Issue (4): 543-548.doi: 10.1007/s40242-015-4480-0

Solvent-free 1,3-Dipolar Cycloaddition of Azomethine Imines with Terminal Alkynes Promoted by Calcium Fluoride Under the Ball Milling Condition

CHEN Xianglong¹, JIA Chunman^1,2, CAO Li¹, ZHANG Dela¹, LIU Shuixiang², ZHANG Qi¹

1. Hainan Provincial Key Lab of Fine Chem., Hainan University, Haikou 570228, P. R. China;
2. Key Study Center of Ministry of Education for Tropical Resources Utilization, Hainan University, Haikou 570228, P. R. China

收稿日期:2014-12-12 修回日期:2015-05-08 出版日期:2015-08-01 发布日期:2015-06-08
通讯作者: JIA Chunman, ZHANG Qi E-mail:jiachunman@hainu.edu.cn;hnfinechem@163.com
基金资助:
Supported by the National Natural Science Foundation of China(Nos.21261008, 21471069), the Special Integration Fund of Industry and Research of Hainan Province, China(No.CXY20130010), the Natural Science Foundation of Hainan Province, China(No.213014) and the International Science and Technology Cooperation Projects of Hainan Province, China(No. KJHZ2014-05).

Solvent-free 1,3-Dipolar Cycloaddition of Azomethine Imines with Terminal Alkynes Promoted by Calcium Fluoride Under the Ball Milling Condition

CHEN Xianglong¹, JIA Chunman^1,2, CAO Li¹, ZHANG Dela¹, LIU Shuixiang², ZHANG Qi¹

1. Hainan Provincial Key Lab of Fine Chem., Hainan University, Haikou 570228, P. R. China;
2. Key Study Center of Ministry of Education for Tropical Resources Utilization, Hainan University, Haikou 570228, P. R. China

Received:2014-12-12 Revised:2015-05-08 Online:2015-08-01 Published:2015-06-08
Contact: JIA Chunman, ZHANG Qi E-mail:jiachunman@hainu.edu.cn;hnfinechem@163.com
Supported by:
Supported by the National Natural Science Foundation of China(Nos.21261008, 21471069), the Special Integration Fund of Industry and Research of Hainan Province, China(No.CXY20130010), the Natural Science Foundation of Hainan Province, China(No.213014) and the International Science and Technology Cooperation Projects of Hainan Province, China(No. KJHZ2014-05).

摘要/Abstract

摘要：

A convenient and efficient procedure for the synthesis of N,N-bicyclic pyrazolidinone derivatives has been developed via the reaction of azomethine imines with terminal alkynes under the ball milling condition without solvent, which was promoted by calcium fluoride with a catalyst of copper(I) salt. The cyclization reactions exhibited moderate to high yields.

关键词: Ball-milling, 1,3-Dipolar cycloaddition, Click chemistry, Solvent-free reaction

Abstract:

Key words: Ball-milling, 1,3-Dipolar cycloaddition, Click chemistry, Solvent-free reaction

CHEN Xianglong, JIA Chunman, CAO Li, ZHANG Dela, LIU Shuixiang, ZHANG Qi. Solvent-free 1,3-Dipolar Cycloaddition of Azomethine Imines with Terminal Alkynes Promoted by Calcium Fluoride Under the Ball Milling Condition[J]. 高等学校化学研究, 2015, 31(4): 543-548.

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Solvent-free 1,3-Dipolar Cycloaddition of Azomethine Imines with Terminal Alkynes Promoted by Calcium Fluoride Under the Ball Milling Condition

Solvent-free 1,3-Dipolar Cycloaddition of Azomethine Imines with Terminal Alkynes Promoted by Calcium Fluoride Under the Ball Milling Condition

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