呋喃并[3,4-b]吡啶衍生物的高效合成方法

doi:10.13295/j.cnki.issn1673-5196.2026.04.008

兰州理工大学学报 ›› 2026, Vol. 52 ›› Issue (4): 66-71.doi: 10.13295/j.cnki.issn1673-5196.2026.04.008

呋喃并[3,4-b]吡啶衍生物的高效合成方法

杨峥^*1,2,3, 刘雪君¹, 高将¹, 解恒参², 丛兴顺³

1.江苏建筑职业技术大学城市安全与运营学院, 江苏徐州 221116;
2.江苏建筑职业技术大学江苏省生物质资源综合利用工程实验室, 江苏徐州 221116;
3.枣庄学院化学化工与材料科学学院, 山东枣庄 277160

收稿日期:2024-01-03 出版日期:2026-08-28 发布日期:2026-09-03
通讯作者: 杨峥(1990-),女,江苏徐州人,博士,副教授.Email:yang_chem@126.com
基金资助:
国家自然科学基金(22508147),山东省自然科学基金(ZR2022QB093,ZR2022MB027),江苏省高等学校自然科学研究面上项目(24KJB530008),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),徐州市重点研发计划项目(KC19221)

An efficient protocol for the synthesis of furano [3,4-b] pyridine derivatives

YANG Zheng^1,2,3, LIU Xue-jun¹, GAO Jiang¹, XIE Heng-shen², CONG Xing-shun³

1. School of Urban Safety and Operations, Jiangsu Vocational University of Architectural Technology, Xuzhou 221116, China;
2. Jiangsu Engineering Laboratory of Biomass Resources Comprehensive Utilization, Jiangsu Vocational University of Architectural Technology, Xuzhou221116, China;
3. College of Chemistry, Chemical Engineering and Materials Science, Zaozhuang University, Zaozhuang 277160, China

Received:2024-01-03 Online:2026-08-28 Published:2026-09-03

摘要/Abstract

摘要： 以芳甲酰环氧乙烷和烯胺酮为起始原料,对甲基苯磺酸(PTSA)为促进剂,N,N-二甲基甲酰胺(DMF)溶剂中100 ℃经原位开环-氢迁移/分子内环化,合成了一系列呋喃并[3,4-b]吡啶衍生物,优化收率在70%~78%之间.红外光谱、核磁共振氢谱和高分辨率质谱证实了产物的结构,且通过X-单晶衍射确认了化合物3a的结构.

关键词: 芳甲酰环氧乙烷, 烯胺酮, 呋喃并[3,4-b]吡啶衍生物

Abstract: By using 2,3-epoxypropan-1-ones and enaminoketone, a PTSA-promoted in situ ring opening-hydrogen migration/intramolecular cyclization reaction at 100 ℃ was developed in DMF, affording a series of furano [3,4-b] pyridine derivatives in 70%~78% yields. The structures of all products were characterised by IR spectra,¹H NMR and HRMS. In addition, single-crystal X-ray diffraction confirmed the structure of compound 3a.

Key words: 2,3-epoxypropan-1-one, enaminoketone, furano [3,4-b] pyridine derivatives

中图分类号:

O626

杨峥, 刘雪君, 高将, 解恒参, 丛兴顺. 呋喃并[3,4-b]吡啶衍生物的高效合成方法[J]. 兰州理工大学学报, 2026, 52(4): 66-71.

YANG Zheng, LIU Xue-jun, GAO Jiang, XIE Heng-shen, CONG Xing-shun. An efficient protocol for the synthesis of furano [3,4-b] pyridine derivatives[J]. Journal of Lanzhou University of Technology, 2026, 52(4): 66-71.

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链接本文: https://journal.lut.edu.cn/CN/10.13295/j.cnki.issn1673-5196.2026.04.008

https://journal.lut.edu.cn/CN/Y2026/V52/I4/66

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呋喃并[3,4-b]吡啶衍生物的高效合成方法

An efficient protocol for the synthesis of furano [3,4-b] pyridine derivatives

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[1]	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.
[2]	杨峥, 解恒参, 丁维华, 赵明珠. 1,3,5-三芳基吡唑衍生物的高效合成方法[J]. 兰州理工大学学报, 2021, 47(5): 65-69.