Decarboxylative photoinduced ligand-to-metal charge transfer reaction: synthesis of 2-substituted chroman-4-ones

被引:1
|
作者
Monirialamdari, Mohsen [1 ]
Albrecht, Anna [2 ]
机构
[1] Lodz Univ Technol, Inst Organ Chem, Fac Chem, Zeromskiego 116, PL-90924 Lodz, Poland
[2] Lodz Univ Technol, Inst Gen & Ecol Chem, Fac Chem, Zeromskiego 116, PL-90924 Lodz, Poland
关键词
NATURAL-PRODUCTS; FUNCTIONALIZATION; CHROMANONES; XANTHONES; ARYLATION; BARK;
D O I
10.1039/d3cc05331h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In this manuscript, a photoinduced ligand-to-metal charge transfer (LMCT) approach, employing transition-metal-based photocatalysts, for the efficient alkylation of electron-poor olefin is described. The developed redox-neutral process benefits from mild reaction conditions and involves a wide range of chromone-3-carboxylic acids as well as nucleophiles amenable to selective C-H functionalization leading to the formation of 2-substituted chroman-4-one compounds with potential biological activity. This manuscript describes studies on the decarboxylative photoinduced ligand-to-metal charge transfer reaction for the synthesis of 2-substituted chroman-4-ones.
引用
收藏
页码:1265 / 1268
页数:4
相关论文
共 50 条
  • [41] Iron-catalyzed fragmentation-alkynylation, -alkenylation and -alkylation cascade enabled by photoinduced ligand-to-metal charge transfer
    Zhu, Yining
    Gao, Han
    Tu, Jia-Lin
    Yang, Chao
    Guo, Lin
    Zhao, Yating
    Xia, Wujiong
    Organic Chemistry Frontiers, 2024, 11 (06) : 1729 - 1735
  • [42] Copper Catalyzed C(sp3)- H Bond Alkylation via Photoinduced Ligand-to-Metal Charge Transfer
    Treacy, Sean M.
    Rovis, Tomislav
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2021, 143 (07) : 2729 - 2735
  • [43] Synergistic Effect of Cerium in Dual Photoinduced Ligand-to-Metal Charge Transfer and Lewis Acid Catalysis: Diastereoselective Alkylation of Coumarins
    Dagar, Neha
    Singh, Swati
    Roy, Sudipta Raha
    JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (14): : 8970 - 8982
  • [44] Photoinduced Ligand-to-Metal Charge Transfer Enables Photocatalyst-Independent Light-Gated Activation of Co(II)
    Ravetz, Benjamin D.
    Wang, Jason Y.
    Rubl, Kyle E.
    Rovis, Tomislav
    ACS CATALYSIS, 2019, 9 (01) : 200 - 204
  • [45] Photoredox reaction of iron(III) cupferronate. Release of NO induced by ligand-to-metal charge transfer excitation
    Kunkely, H
    Vogler, A
    INORGANICA CHIMICA ACTA, 2003, 346 : 275 - 277
  • [46] Straightforward synthesis of functionalized chroman-4-ones through cascade radical cyclization-coupling of 2-(allyloxy)arylaldehydes
    Zhao, Jingjing
    Li, Pan
    Li, Xinjian
    Xia, Chungu
    Li, Fuwei
    CHEMICAL COMMUNICATIONS, 2016, 52 (18) : 3661 - 3664
  • [47] A CONVENIENT SYNTHESIS OF 2-SUBSTITUTED AND 2,3-SUBSTITUTED 4H-CHROMEN-4-ONES
    HIRAO, I
    YAMAGUCHI, M
    HAMADA, M
    SYNTHESIS-STUTTGART, 1984, (12): : 1076 - 1078
  • [48] Copper-catalyzed synthesis of CN-containing chroman-4-ones via intramolecular radical cascade acyl-cyanation reaction
    Wang, Liang
    Jiang, Min
    Shi, Ming-qi
    TETRAHEDRON LETTERS, 2021, 72
  • [49] Synthesis of 2-substituted 3-iodo-4H-chromen-4-ones
    Myannik, K. A.
    Yarovenko, V. N.
    Krayushkin, M. M.
    Levchenko, K. S.
    RUSSIAN CHEMICAL BULLETIN, 2014, 63 (02) : 543 - 545
  • [50] Photoinduced C(sp3)-H Chalcogenation of Amide Derivatives and Ethers via Ligand-to-Metal Charge-Transfer
    Niu, Ben
    Sachidanandan, Krishnakumar
    Cooke, Maria Victoria
    Casey, Taylor E.
    Laulhe, Sebastien
    ORGANIC LETTERS, 2022, 24 (25) : 4524 - 4529