影像科学与光化学 ›› 2015, Vol. 33 ›› Issue (4): 265-274.DOI: 10.7517/j.issn.1674-0475.2015.04.265

• 论文 • 上一篇    下一篇

紫外光介导合成1,2,4-三芳基-1,4-丁二酮反应研究

黄宏丽1, 高国林1, 杨超1, 夏吾炯1, 陈晓明2   

  1. 1. 哈尔滨工业大学 基础与交叉科学研究院, 黑龙江 哈尔滨 150080;
    2. 温州医科大学 检验医学院与生命科学学院, 浙江 温州 325035
  • 收稿日期:2015-03-31 修回日期:2015-04-22 出版日期:2015-07-16 发布日期:2015-07-16
  • 通讯作者: 杨超, 陈晓明
  • 基金资助:

    中央高校基本科研业务费专项基金(HIT.NSRIF.2016046)和浙江省自然科学基金(LY12B02009)资助项目

Synthesis of 1,2,4-Triarylbutane-1,4-Diones Using UV Light Mediated

HUANG Hongli1, GAO Guolin1, YANG Chao1, XIA Wujiong1, CHEN Xiaoming2   

  1. 1. Academy of Fundamental and Interdisciplinary Sciences, Harbin Institute of Technology, Harbin 150080, Heilongjiang, P. R. China;
    2. School of Laboratory Medicine & Life Science, Wenzhou Medical University, Wenzhou 325035, Zhejiang, P. R. China
  • Received:2015-03-31 Revised:2015-04-22 Online:2015-07-16 Published:2015-07-16

摘要:

在紫外光照射下,安息香发生裂解产生苯甲酰基自由基,与α,α-二芳基烯丙醇的双键发生自由基加成并伴随1,2-芳基迁移,实现了双键的双官能团化;同时该反应为有效合成1,2,4-三芳基-1,4-丁二酮化合物提供了一条新途径。该方法具有操作简单、反应条件温和等优点。

关键词: 紫外光, 1,2-芳基迁移, 双官能团化, 1,2,4-三芳基-1,4-丁二酮

Abstract:

Benzoyl radical could be generated from photochemical cleavage reaction of benzoin, which then might add to C=C double bond of α,α-diaryl allylic alcohols followed by 1,2-aryl migration to realize the difunctionalization of alkenes. The reaction provided an efficient approach to synthesize 1,2,4-triarylbutane-1,4-diones. The procedure is highlighted by its operational simplicity and mild reaction conditions.

Key words: UV light, 1,2-aryl migration, difunctionalization, 1,2,4-triarylbutane-1,4-dione