Visible-light-induced oxidant/additive-free atom-economic synthesis of multifunctionalized cyclopropanes via energy transfer

被引:4
|
作者
Gore, Babasaheb Sopan [1 ]
Wang, Jeh-Jeng [1 ,2 ]
机构
[1] Shih-Chuan 1st Rd, Sanmin Dist, 807, Kaohsiung, Taiwan
[2] Tzyou 1st Rd, Sanmin Dist, 807, Kaohsiung, Taiwan
关键词
FUNCTIONALIZATION; PHOTOCATALYSIS; CATALYSIS; ALKENE;
D O I
10.1039/d3cc01021j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Herein we describe intramolecular cascade reactions enabling the synthesis of bridged cyclopropanes, via the photoinduced energy-transfer catalysis of tethered conjugated dienes. Photocatalysis affords the efficient synthesis of complex tricyclic compounds that exhibit multiple stereocenters from readily accessible starting materials that would otherwise be difficult to obtain. This single-step reaction is characterized by its broad substrate scope, atom-economy, excellent selectivity, and satisfactory yield, which includes a facile scale-up synthesis and synthetic transformation. An in-depth mechanistic study reveals that the reaction proceeds via an energy-transfer pathway.
引用
收藏
页码:5878 / 5881
页数:4
相关论文
共 50 条
  • [21] Visible-Light-Induced Photocatalytic Synthesis of β-Keto Dithiocarbamates via Difunctionalization of Styrenes
    Vishwakarma, Ramesh Kumar
    Kumar, Saurabh
    Singh, Krishna Nand
    ORGANIC LETTERS, 2021, 23 (11) : 4147 - 4151
  • [22] Photosensitizer-free synthesis of β-keto sulfones via visible-light-induced oxysulfonylation of alkenes with sulfonic acids
    Peng, Zhen
    Hong, Yun-Yun
    Peng, Sha
    Xu, Xiang-Qun
    Tang, Shan-Shan
    Yang, Li-Hua
    Xie, Long-Yong
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2021, 19 (20) : 4537 - 4541
  • [23] Visible-light-promoted catalyst-/additive-free synthesis of aroylated heterocycles in a sustainable solvent
    Zeng, Fan-Lin
    Xie, Kun-Chen
    Liu, Yu-Ting
    Wang, He
    Yin, Peng-Cheng
    Qu, Ling-Bo
    Chen, Xiao-Lan
    Yu, Bing
    GREEN CHEMISTRY, 2022, 24 (04) : 1732 - 1737
  • [24] Visible-light-induced controllable transformations of cumulative aryldienes through an energy transfer process
    Ling Qian
    Ziqi Yu
    Jiaxin Liu
    Yin Wei
    Min Shi
    Science China(Chemistry), 2025, 68 (03) : 987 - 1001
  • [25] Catalyst-Free Intermolecular Sulfonyl/Fluoromethyl Heteroarylation of Vinyl Ethers via Visible-Light-Induced Charge Transfer
    Long, Tianyu
    Pan, Shiwei
    Zhu, Shengqing
    Chu, Lingling
    CHEMISTRY-A EUROPEAN JOURNAL, 2022, 28 (15)
  • [26] Photocatalyst- and additive-free decarboxylative alkylation of N-aryl tetrahydroisoquinolines induced by visible light
    Ma, Pengju
    Liu, Yufei
    Chen, Lingling
    Zhao, Xu
    Yang, Bo
    Zhang, Junmin
    ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (11) : 2473 - 2479
  • [27] A Visible-Light-Induced a-Aminoalkyl-Radical-Mediated Halogen-Atom Transfer Process: Modular Synthesis of Phenanthridinone Alkaloids
    Mondal, Karunamayee
    Mallik, Sumitava
    Sardana, Sunaina
    Baidya, Mahiuddin
    ORGANIC LETTERS, 2023, 25 (10) : 1689 - 1694
  • [28] Visible-Light-Induced Organic Photochemical Reactions through Energy-Transfer Pathways
    Zhou, Quan-Quan
    Zou, You-Quan
    Lu, Liang-Qiu
    Xiao, Wen-Jing
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2019, 58 (06) : 1586 - 1604
  • [29] Visible-light- induced aerobic dioxygenation of styrenes under metal- and additive-free ambient
    Samanta, Supravat
    Ravi, Chitrakar
    Joshi, Abhisek
    Pappula, Venkatanarayana
    Adimurthy, Subbarayappa
    TETRAHEDRON LETTERS, 2017, 58 (08) : 721 - 725
  • [30] Visible-light-induced controllable transformations of cumulative aryldienes through an energy transfer process
    Qian, Ling
    Yu, Ziqi
    Liu, Jiaxin
    Wei, Yin
    Shi, Min
    SCIENCE CHINA-CHEMISTRY, 2025, 68 (03) : 987 - 1001