Synthesis of carbonylated heteroaromatic compounds via visible-light-driven intramolecular decarboxylative cyclization of o-alkynylated carboxylic acids

被引:25
|
作者
Gao, Fei [1 ]
Wang, Jiu-Tao [1 ]
Liu, Lin-Lin [1 ]
Ma, Na [1 ]
Yang, Chao [1 ]
Gao, Yuan [2 ]
Xia, Wujiong [1 ]
机构
[1] Harbin Inst Technol Shenzhen, State Key Lab Urban Water Resource & Environm, Shenzhen 518055, Peoples R China
[2] Yantai Univ, Sch Chem & Chem Engn, 30 Qingquan RD, Laishan Dist 264005, Yantai, Peoples R China
关键词
FRIEDEL-CRAFTS ACYLATION; ONE-POT SYNTHESIS; ALPHA-KETO ACIDS; PHOTOREDOX CATALYSIS; C-C; BOND FORMATION; 3-ACYLINDOLES; INDOLES; DERIVATIVES; IODINE;
D O I
10.1039/c7cc04813k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient strategy for the easy access to carbonylated heteroaromatic compounds has been developed via a visible-light-promoted intramolecular decarboxylative cyclization reaction of o-alkynylated carboxylic acids. This method is characterized by its benign conditions and the tolerance to a wide range of functionalities.
引用
收藏
页码:8533 / 8536
页数:4
相关论文
共 50 条
  • [31] Visible-Light-Driven CarboxyLic Amine Protocol (CLAP) for the Synthesis of 2-Substituted Piperazines under Batch and Flow Conditions
    Gueret, Robin
    Pelinski, Lydie
    Bousquet, Till
    Sauthier, Mathieu
    Ferey, Vincent
    Bigot, Antony
    ORGANIC LETTERS, 2020, 22 (13) : 5157 - 5162
  • [32] Synthesis of Benzo-Fused Cyclic Compounds via Rhodium-Catalyzed Decarboxylative Coupling of Aromatic Carboxylic Acids with Alkynes
    Inai, Yasuhito
    Usuki, Yoshinosuke
    Satoh, Tetsuya
    SYNTHESIS-STUTTGART, 2021, 53 (17): : 3029 - 3036
  • [33] Synthesis of Imidazoles and Oxazoles via a Palladium-Catalyzed Decarboxylative Addition/Cyclization Reaction Sequence of Aromatic Carboxylic Acids with Functionalized Aliphatic Nitriles
    Dai, Ling
    Yu, Shuling
    Lv, Ningning
    Ye, Xuanzeng
    Shao, Yinlin
    Chen, Zhongyan
    Chen, Jiuxi
    ORGANIC LETTERS, 2021, 23 (15) : 5664 - 5668
  • [34] Synthesis of 1,3-Disubstituted Imidazo[1,5-a]pyridines from Amino Acids via Catalytic Decarboxylative Intramolecular Cyclization
    Wang, Huiqiao
    Xu, Wentao
    Xin, Lilan
    Liu, Wenmin
    Wang, Zhiqiang
    Xu, Kun
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (09): : 3681 - 3687
  • [35] Synthesis of 1,4-Dicarbonyl Compounds via Visible-Light-Induced Decarboxylative Radical Cascade Reactions
    Su, Zhiyou
    Zhang, Jia
    Lin, Hou-Wen
    Liao, Hongze
    ADVANCED SYNTHESIS & CATALYSIS, 2023, 365 (20) : 3444 - 3449
  • [36] Visible-light-driven Oxidation of 1,3-Dicarbonyl Compounds via Catalytic Disproportionation of TEMPO by Photoredox Catalysis
    Koike, Takashi
    Yasu, Yusuke
    Akita, Munetaka
    CHEMISTRY LETTERS, 2012, 41 (09) : 999 - 1001
  • [37] Targeted synthesis of visible-light-driven covalent organic framework photocatalyst via molecular design and precise construction
    He, Sijing
    Yin, Bing
    Niu, Hongyun
    Cai, Yaqi
    APPLIED CATALYSIS B-ENVIRONMENTAL, 2018, 239 : 147 - 153
  • [38] Visible-Light-Driven Synthesis of Aryl Xanthates and Aryl Dithiocarbamates via an Electron Donor-Acceptor Complex
    Zhang, Mingjun
    Wang, Beibei
    Cao, Yunpeng
    Liu, Yuxiu
    Wang, Ziwen
    Wang, Qingmin
    ORGANIC LETTERS, 2022, 24 (48) : 8895 - 8900
  • [39] Synthesis and characterization of visible-light-driven novel CuTa2O6 as a promising practical photocatalyst
    Alageshwaramoorthy, Krishnaprasanth
    Mannu, Pandian
    Mahalingam, Seetha
    Nga, Ta Thi Thuy
    Chang, Han-Wei
    Masuda, Yoshitake
    Dong, Chung-Li
    FRONTIERS IN CHEMISTRY, 2023, 11
  • [40] Stereoselective Synthesis of Monofluoroalkenylphosphine Oxides via Photoinduced Decarboxylative Coupling of ?-Fluoroacrylic Acids with P(O)H Compounds
    Lu, Xiao-Yu
    Pan, Hong-Ye
    Huang, Rui
    Yang, Kang
    Zhang, Xiang
    Wang, Zi-Zhen
    Tao, Qian-Qian
    Yang, Gui-Xian
    Wang, Xiao-Juan
    Zhou, Hai-Pin
    ORGANIC LETTERS, 2023,