N-芳基烯胺酮衍生物的高效合成方法

兰州理工大学学报 ›› 2024, Vol. 50 ›› Issue (2): 65-68.

N-芳基烯胺酮衍生物的高效合成方法

杨峥^*1,2,3, 解恒参³, 赵美霞^2,3

1.江苏建筑职业技术学院建筑智能学院, 江苏徐州 221116;
2.江苏建筑节能与建造技术协同创新中心, 江苏徐州 221116;
3.江苏建筑职业技术学院江苏省生物质资源综合利用工程实验室, 江苏徐州 221116

收稿日期:2022-11-02 出版日期:2024-04-28 发布日期:2024-04-29
通讯作者: 杨峥(1990-),女,江苏徐州人,博士,讲师.Email:yang_chem@126.com
基金资助:
江苏省高等学校自然科学基金(20KJB530014),江苏建筑节能与建造技术协同创新中心博士专项课题(SJXTBS2120),江苏省教育科学“十四五”规划课题(C-c/2021/03/24),江苏省高等教育教改研究立项课题(2021JSJG467)

An efficient method for the synthesis ofN-aryl enaminones

YANG Zheng^1,2,3, XIE Heng-shen³, ZHAO Mei-xia^2,3

1. School of Architectural Intelligence, Jiangsu Vocational Institute of Architectural Technology, Xuzhou 221116, China;
2. Jiangsu Collaborative Innovation Center for Building Energy Saving and Construct Technology, Xuzhou 221116, China;
3. Jiangsu Engineering Laboratory of Biomass Resources Comprehensive Utilization, Jiangsu Vocational Institute of Architectural Technology, Xuzhou 221116, China

Received:2022-11-02 Online:2024-04-28 Published:2024-04-29

摘要/Abstract

摘要： 以环氧乙烷衍生物和芳胺为原料,醋酸·三氟化硼/乙酰丙酮协同促进下、1,4-二氧六环溶剂中80 ℃经原位开环-芳基迁移过程,合成了一系列N-芳基烯胺酮衍生物,收率优良.核磁共振氢谱、红外光谱和高分辨率质谱证实了产物的结构,其中化合物3a的结构得到单晶衍射的确认.

关键词: 环氧乙烷衍生物, 芳胺, 烯胺酮

Abstract: By using 2,3-epoxypropan-1-ones and arylamine, boron trifluoride acetic acid complex/acetylacetone-promoted in situ ring opening-aryl migration reaction at 80 ℃ was developed in 1,4-dioxane, synthesizing a series of N-aryl enaminones in good yields. The structures of all products were characterized by ¹H NMR, HRMS and IR spectra. In addition, the structure of compound 3 was further confirmed by single-crystal X-ray diffraction analysis.

Key words: 2,3-epoxypropan-1-one, arylamine, enaminone

中图分类号:

O626

杨峥, 解恒参, 赵美霞. N-芳基烯胺酮衍生物的高效合成方法[J]. 兰州理工大学学报, 2024, 50(2): 65-68.

YANG Zheng, XIE Heng-shen, ZHAO Mei-xia. An efficient method for the synthesis ofN-aryl enaminones[J]. Journal of Lanzhou University of Technology, 2024, 50(2): 65-68.