Visible-light-induced direct oxysulfonylation of alkynes with sulfonyl chlorides and HCl

被引：20
|
作者：
Niu, Tengfei [1 ]
Jiang, Dingyun [1 ]
Ni, Bangqing [1 ]
机构：
[1] Jiangnan Univ, Sch Chem & Mat Engn, Wuxi 214122, Jiangsu, Peoples R China
来源：
TETRAHEDRON LETTERS | 2017年 / 58卷 / 45期
关键词：
Visible-light promoted reaction; Oxidative difunctionalization; Alkynes; Sulfonyl chlorides; beta-Keto sulfones; BETA-KETO-SULFONES; ONE-POT; PHOTOREDOX CATALYSIS; TERMINAL ALKYNES; ALPHA-CHLORO; ACETATES; ALKENES; FUNCTIONALIZATION; INHIBITORS; DIOXYGEN;
D O I：
10.1016/j.tetlet.2017.09.083
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A mild, practical and efficient strategy to prepare beta-keto sulfones has been developed by visible-light-induced reactions. This reaction involved Ir(dtbbpY)(PPY)(2)PF6-catalyzed direct functionalization of alkynes with sulfonyl chloride and HCl using air as the oxidant. HCl not only acted as a hydrogen source in the proton transfer process, but also played a vital role in the reaction process. (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4299 / 4303
页数：5
相关论文
共 50 条
  • [1] Visible-Light-Induced Organocatalytic Borylation of Aryl Chlorides
    Zhang, Li
    Jiao, Lei
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2019, 141 (23) : 9124 - 9128
  • [2] Direct Sulfonylation of Alkenes with Sulfonyl Chlorides Employing Visible Light Photocatalyst
    Hosseini-Sarvari, Mona
    Keshavarz, Kimia
    CHEMISTRYSELECT, 2022, 7 (41):
  • [3] Visible-Light-Induced Radical Cyclization of Trifluoroacetimidoyl Chlorides with Alkynes: Catalytic Synthesis of 2-Trifluoromethyl Quinolines
    Dong, Xichang
    Xu, Youwei
    Liu, Jing Jing
    Hu, Yumin
    Xiao, Tiebo
    Zhou, Lei
    CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (50) : 16928 - 16933
  • [4] Visible-light-induced tandem reaction of quinoxalin-2(1H)-ones, alkenes, and sulfonyl chlorides
    Lu, Yaru
    Li, Meng
    Feng, Qianqian
    Zhang, Ziqin
    Zhang, Zhenting
    Lu, Kui
    Liu, Zhengyu
    Zhao, Xia
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2024, 22 (33) : 6799 - 6809
  • [5] Visible-light-induced redox-neutral difunctionalization of alkenes and alkynes
    Mondal, Susmita
    Ghosh, Sumit
    Hajra, Alakananda
    CHEMICAL COMMUNICATIONS, 2024, 60 (72) : 9659 - 9691
  • [6] Visible-Light-Induced [2+2+1] Dearomative Cascade Cyclization of Indole/Furan Alkynes to Synthesize Sulfonyl Polycycles
    Luo, Jiajun
    Zeng, Guohui
    Cao, Xiaohui
    Yin, Biaolin
    ADVANCED SYNTHESIS & CATALYSIS, 2022, 364 (13) : 2197 - 2204
  • [7] Visible-Light-Induced 1,4-Hydroxysulfonylation of Vinyl Enynes with Sulfonyl Chlorides: The Bridge of Chloride Linking Water and Enynes
    Zhang, Cheng-Yun
    Zhu, Jie
    Cui, Su-Hang
    Xie, Xiao-Yu
    Wang, Xiao-Dong
    Wu, Lei
    ORGANIC LETTERS, 2021, 23 (09) : 3530 - 3535
  • [8] Catalyst-Free Visible Light-Driven Hydrosulfonylation of Alkenes and Alkynes with Sulfonyl Chlorides in Water
    Xia, Xi-Rui
    Du, Juan
    Zhang, Yu-Xing
    Jiang, Hong
    Cheng, Wan-Min
    CHEMSUSCHEM, 2024, 17 (22)
  • [9] Visible Light-Induced Highly Regioselective and Stereoselective Oxysulfonylation of Alkynes for the Synthesis of (E)-β-Phenoxy Vinylsulfones
    Xie, Wenjiao
    Ma, Pengju
    Zhang, Yujun
    Xi, Longyi
    Qiu, Shengqi
    Huang, Xuan
    Yang, Bo
    Gao, Yuan
    Zhang, Junmin
    ORGANIC LETTERS, 2022, : 6099 - 6104
  • [10] 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
12345