Photoinduced decarboxylative 1,6-addition of para-quinone methides with α-keto acids: an eco-friendly approach to α,α′-diarylated ketones

被引:6
|
作者
He, Chen [1 ]
Zhong, Yingfang [1 ]
Han, Huiqi [1 ]
Wang, Qi [1 ]
Xu, Lijing [1 ]
Zhang, Ting [1 ]
Hu, Yaqiong [1 ]
Huang, Qitong [1 ]
Liu, Jun [2 ]
Yang, Min [1 ]
机构
[1] Gannan Med Univ, Oil Tea Med Hlth Care & Funct Prod Dev Engn Res Ct, Sch Pharm, Key Lab Biomat & Biofabricat Tissue Engn Jiangxi P, Ganzhou 341000, Peoples R China
[2] Nanchang Univ, Affiliated Ganzhou Hosp, Dept Neurosurg, Ganzhou 341000, Jiangxi, Peoples R China
基金
中国国家自然科学基金;
关键词
1,6-CONJUGATE ADDITION; EXPEDIENT ACCESS; P-QMS; ARYLATION; CYCLIZATION; ESTERS; ROUTE; BOND;
D O I
10.1039/d2nj04562a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The photoinduced decarboxylative 1,6-addition of para-quinone methides with alpha-keto acids in an eco-friendly approach to alpha,alpha '-diarylated ketones is developed. This reaction proceeds smoothly with a broad substrate scope in the presence of cheap photocatalysts. Some of alpha,alpha '-diarylated ketones were applied as fluorescent dyes into the fluorescence spectrum and live-cell imaging.
引用
收藏
页码:21032 / 21036
页数:5
相关论文
共 50 条
  • [31] Synthesis of Functionalized Benzofurans from para-Quinone Methides via Phospha-1,6-Addition/O-Acylation/Wittig Pathway
    Liou, Yan-Cheng
    Karanam, Praneeth
    Jang, Yeong-Jiunn
    Lin, Wenwei
    ORGANIC LETTERS, 2019, 21 (19) : 8008 - 8012
  • [32] Tandem 1,6-addition/cyclopropanation/rearrangement reaction of vinylogous para-quinone methides with 3-chlorooxindoles: construction of vicinal quaternary carbon centers
    Pan, Yuan
    Ren, Weiwu
    Zhang, Zhanhao
    Luo, Fengbiao
    Hou, Xiaohan
    Li, Xiaoyang
    Yang, Yun-Fang
    Wang, Yang
    ORGANIC CHEMISTRY FRONTIERS, 2022, 9 (14): : 3697 - 3708
  • [33] Cascade Radical 1,6-Addition/Cyclization of para-Quinone Methides: Leading to Spiro[4.5]deca-6,9-dien-8-ones
    Pan, Rui
    Hu, Lingyin
    Han, Chunhua
    Lin, Aijun
    Yao, Hequan
    ORGANIC LETTERS, 2018, 20 (07) : 1974 - 1977
  • [34] Halogen Bond Assisted Light Responsiveness of Para-Quinone Methides for 1,6-Conjugate Addition Reactions
    Kumar, Sunil
    Thomas, K. R. Justin
    CHEMCATCHEM, 2024, 16 (23)
  • [35] Phosphoric Acid Catalyzed Asymmetric 1,6-Conjugate Addition of Thioacetic Acid to para-Quinone Methides
    Dong, Nan
    Zhang, Zhi-Pei
    Xue, Xiao-Song
    Li, Xin
    Cheng, Jin-Pei
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (04) : 1460 - 1464
  • [36] Rapid incorporation of a difluoroacetate radical into para-quinone methides via radical 1,6-conjugate addition
    Li, Xin
    He, Songtao
    Song, Qiuling
    CHEMICAL COMMUNICATIONS, 2021, 57 (49) : 6035 - 6038
  • [37] Catalyst-free 1,6-Conjugate Addition of S-Nucleophiles to para-Quinone Methides
    Xie, Lei
    Zang, Xuyang
    Liu, Wanxing
    Wu, Ping
    Wang, Zhaoxue
    Zhao, Chenyi
    Gao, Zhenzhen
    Li, Xiaojing
    Nie, Shaozhen
    Wu, Lingang
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 11 (12)
  • [38] Diastereo- and Enantioselective 1,6-Conjugate Addition of 2-Azaarylacetamides to para-Quinone Methides
    Wang, Yan
    Wang, Kaixuan
    Cao, Weidi
    Liu, Xiaohua
    Feng, Xiaoming
    ORGANIC LETTERS, 2019, 21 (15) : 6063 - 6067
  • [39] 1,6-Conjugate addition of zinc alkyls to para-quinone methides in a continuous-flow microreactor
    Jadhav, Abhijeet S.
    Anand, Ramasamy Vijaya
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2017, 15 (01) : 56 - 60
  • [40] Synthesis of functionalized 3,2′-pyrrolidinyl spirooxindoles via domino 1,6-addition/annulation reactions of para-quinone methides and 3-chlorooxindoles
    Tian, Xiaochen
    Zhang, Yongxing
    Ren, Weiwu
    Wang, Yang
    ORGANIC CHEMISTRY FRONTIERS, 2022, 9 (03) : 615 - 626