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2022 , Vol. 42 >Issue 9: 2888 - 2897

DOI: https://doi.org/10.6023/cjoc202201045

研究论文

蓝光诱导的1,3-二酮C(CO)—C键卡宾插入反应

  • 巴聃 ,
  • 程国林
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  • a 华侨大学材料科学与工程学院 分析测试中心 厦门市光电材料及其先进制造重点实验室 福建厦门 361021
    b 三峡大学材料与化工学院 湖北宜昌 443002

收稿日期: 2022-01-26

  修回日期: 2022-05-28

  网络出版日期: 2022-06-08

基金资助

国家自然科学基金(22071068)

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Blue Light Induced Insertion of Carbene into C(CO)—C Bonds of 1,3-Diones

  • Dan Ba ,
  • Guolin Cheng
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  • a Xiamen Key Laboratory of Optoelectronic Materials and Advanced Manufacturing, the Instrumental Analysis Center, College of Materials Science and Engineering, Huaqiao University, Xiamen, Fujian 361021
    b School of Materials and Chemical Engineering, China Three Gorges University, Yichang, Hubei 443002
* Corresponding author. E-mail:

Received date: 2022-01-26

  Revised date: 2022-05-28

  Online published: 2022-06-08

Supported by

National Natural Science Foundation of China(22071068)

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摘要

可见光诱导被认为是绿色化学合成中的理想“工具”. 可见光诱导的反应具有条件温和、设备简单及副产物少等优点, 逐渐发展成为有机合成领域重要的方法之一. 报道了蓝光诱导溴化锂促进的重氮酸酯卡宾插入1,3-二酮底物C(CO)—C键的反应, 合成了一系列含全碳季碳中心的1,4-二酮化合物. 该合成方法具有良好的底物普适性和官能团兼容性, 是一种理想高效的1,4-二酮化合物合成策略.

关键词： 蓝光; 路易斯酸; 卡宾; 1; 3-二酮; 碳碳键断裂

本文引用格式

巴聃 , 程国林 . 蓝光诱导的1,3-二酮C(CO)—C键卡宾插入反应[J]. 有机化学, 2022 , 42(9) : 2888 -2897 . DOI: 10.6023/cjoc202201045

Abstract

Visible light is an ideal “tool” for the green chemical synthesis. Visible light-induced reactions show such advantages as mild reaction conditions, simple equipments and less by-products. Therefore, it has gradually become an important method in organic synthesis. Herein an blue light induced LiBr-promoted carbene insertion reaction of diazoesters into C(CO)—C bonds of 1,3-diones for the synthesis of a wide range of all-carbon quaternary center-containing 1,4-dione derivatives is reported. The method features good substrate universality and functional group compatibility, and therefore is an ideal and efficient strategy for the synthesis of 1,4-diones.

Key words： blue light; Lewis acid; carbene; 1; 3-dione; carbon-carbon bond cleavage

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