Visible light-induced radical cascade hydroaminoalkylation involving two distinct alkenes

被引:0
|
作者
Qian, Zhu-Ming [1 ]
Zhang, Qin [1 ]
Zhao, Ya-Nan [2 ]
Guan, Zhi [1 ]
Huang, Chu-Sheng [3 ]
He, Yan-Hong [1 ]
机构
[1] Southwest Univ, Sch Chem & Chem Engn, Key Lab Appl Chem Chongqing Municipal, Chongqing 400715, Peoples R China
[2] Southwest Univ, Analyt & Testing Ctr, Chongqing 400715, Peoples R China
[3] Nanning Normal Univ, Coll Chem & Mat, Guangxi Key Lab Nat Polymer Chem & Phys, Nanning 530001, Peoples R China
基金
中国国家自然科学基金;
关键词
Photocatalysis; Hydroaminoalkylation; gamma-amino sulfones; Vinyl sulfones; N -phenyl glycines; METAL-FREE;
D O I
10.1016/j.jcat.2025.116010
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
This paper describes a visible-light-mediated three-component dicarbofunctionalization of alkenes via a tandem radical addition reaction of two different alkenes triggered by aminoalkyl radicals derived from N-phenyl glycines. This method allows for one-pot skeletal assembly, providing efficient and straightforward access to structurally complex gamma-amino sulfone derivatives directly from readily available and simple starting materials. Beyond the convenience of the one-pot protocol, this method also demonstrates broad substrate scope, excellent functional group compatibility, mild reaction conditions, and ease of scalability.
引用
收藏
页数:7
相关论文
共 50 条
  • [1] Visible light-induced selective hydrobromodifluoromethylation of alkenes with dibromodifluoromethane
    Lin, Qing-Yu
    Xu, Xiu-Hua
    Qing, Feng-Ling
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (32) : 8740 - 8749
  • [2] Visible light-induced perfluoroalkylative carbonylation of unactivated alkenes
    Zhang, Youcan
    Yuan, Yang
    Geng, Hui-Qing
    Xu, Jian-Xing
    Wu, Xiao-Feng
    JOURNAL OF CATALYSIS, 2022, 413 : 214 - 220
  • [3] Visible Light-Induced Radical Cascade Difluoromethylation/Cyclization of Unactivated Alkenes: Access to CF2H-Substituted Polycyclic Imidazoles
    Lin, Sheng-Nan
    Deng, Yuanyuan
    Zhong, Hanxun
    Mao, Liu-Liang
    Ji, Cong-Bin
    Zhu, Xian-Hong
    Zhang, Xiaolan
    Yang, Bin-Miao
    ACS OMEGA, 2024, 9 (26): : 28129 - 28143
  • [4] Visible light-induced radical cascade reaction of acryloylbenzamides with N-hydroxyphthalimide esters
    Cai, Xingxing
    Liu, Yihuo
    Ding, Siyu
    Fu, Jiahui
    Li, Jinghua
    Cheng, Dongping
    Xu, Xiaoliang
    TETRAHEDRON LETTERS, 2022, 95
  • [5] Visible-light-induced radical hydrodifluoromethylation of alkenes
    Yu, Jiao
    Lin, Jin-Hong
    Cao, Yu-Cai
    Xiao, Ji-Chang
    ORGANIC CHEMISTRY FRONTIERS, 2019, 6 (20) : 3580 - 3583
  • [6] Visible light-induced atom transfer radical polymerization
    Silab, Sajjad Dadashi
    Pan, Xiangcheng
    Matyjaszewski, Krzysztof
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2017, 254
  • [7] Visible Light-Induced Atom Transfer Radical Polymerization
    Tasdelen, Mehmet Atilla
    Ciftci, Mustafa
    Yagci, Yusuf
    MACROMOLECULAR CHEMISTRY AND PHYSICS, 2012, 213 (13) : 1391 - 1396
  • [8] Visible Light-Induced Radical Mediated DNA Damage
    McCue, Amelia C.
    Moreau, Whitney M.
    Shell, Thomas A.
    PHOTOCHEMISTRY AND PHOTOBIOLOGY, 2018, 94 (03) : 545 - 551
  • [9] Visible Light-Induced Organophotoredox-Catalyzed β-Hydroxytrifluoromethylation of Unactivated Alkenes
    Behera, Mousumi
    Dharpure, Pankaj D.
    Sahu, Ajit K.
    Bhat, Ramakrishna G.
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (20): : 14695 - 14709
  • [10] Visible light-induced organophotoredox-catalyzed difunctionalization of alkenes and alkynes
    Gupta, Subham
    Kundu, Abhishek
    Ghosh, Sumit
    Chakraborty, Amrita
    Hajra, Alakananda
    GREEN CHEMISTRY, 2023, 25 (21) : 8459 - 8493