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2022 , Vol. 42 >Issue 8: 2488 - 2495

DOI: https://doi.org/10.6023/cjoc202204005

研究论文

可见光诱导4-色满酮合成: 醋酸碘苯促进的α-酮酸与邻-烯丙氧基芳醛的自由基串联环化反应

  • 周旭煜 ,
  • 张爱君 ,
  • 张庆庆 ,
  • 刘庆安 ,
  • 宣俊
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  • 安徽大学化学化工学院 无机-有机杂化功能材料化学安徽省重点实验室 合肥 230601
† 共同第一作者

收稿日期: 2022-04-03

  修回日期: 2022-05-02

  网络出版日期: 2022-05-18

基金资助

国家自然科学基金(21971001); 国家自然科学基金(21702001); 国家级大学生创新创业计划(202110357041)

收起

Visible Light-Induced 4-Chromanones Synthesis: Radical Cascade Cyclization of α-Oxocarboxylic Acids with o-(Allyloxy)arylaldehydes Promoted by Phenyliodine(III) Diacetate

  • Xuyu Zhou ,
  • Aijun Zhang ,
  • Qingqing Zhang ,
  • Qing'an Liu ,
  • Jun Xuan
Expand
  • Anhui Province Key Laboratory of Chemistry for Inorganic/Organic Hybrid Functionalized Materials, College of Chemistry & Chemical Engineering, Anhui University, Hefei 230601
† These authors contributed equally to this work.
* E-mail: ;

Received date: 2022-04-03

  Revised date: 2022-05-02

  Online published: 2022-05-18

Supported by

National Natural Science Foundation of China(21971001); National Natural Science Foundation of China(21702001); National Undergraduate Training Program for Innovation and Entrepreneurship(202110357041)

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摘要

报道了在可见光照射下, 通过醋酸碘苯(PIDA)促进的α-酮酸与邻-烯丙氧基芳醛的自由基串联环化反应, 高效构建了含有1,4-二酮片段的4-色满酮衍生物. 该反应在温和的条件下即可进行, 如室温、蓝色LED灯照射、无需光氧化还原催化剂等. 在最优的反应条件下, 可以中等到好的产率得到目标杂环化合物.

关键词： 可见光; 4-色满酮; 自由基; 串联反应

本文引用格式

周旭煜 , 张爱君 , 张庆庆 , 刘庆安 , 宣俊 . 可见光诱导4-色满酮合成: 醋酸碘苯促进的α-酮酸与邻-烯丙氧基芳醛的自由基串联环化反应[J]. 有机化学, 2022 , 42(8) : 2488 -2495 . DOI: 10.6023/cjoc202204005

Abstract

An efficient and sustainable visible light-promoted cascade radical cyclization of α-oxocarboxylic acids with o-(allyloxy)arylaldehydes towards the construction of 1,4-diketone containing chromanone derivatives has been developed. The reaction occurred under mild reactions, e.g. room temperature, blue LED irradiation, photoredox catalyst free, and provided the final heterocycles in moderate to good yields.

Key words： visible light; 4-chromanone; radical; cascade reaction

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