Photoredox/copper-catalyzed gem-difluoroalkylation-cyanation of 1,3-enynes

被引：1
|
作者：
Wang, Yachen [1 ]
Liu, Shuai [2 ]
Huang, Yangen [1 ]
机构：
[1] Donghua Univ, Coll Chem & Chem Engn, 2999 North Renmin Lu, Shanghai 201620, Peoples R China
[2] Jiangxi Normal Univ, Natl Engn Res Ctr Carbohydrate Synth, Nanchang 330022, Peoples R China
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2024年 / 22卷 / 24期
基金：
中国国家自然科学基金;
关键词：
LIGHT-INDUCED HYDRODIFLUOROMETHYLATION; RADICAL DIFLUOROMETHYLATION; ALKENES; ACCESS; THIOLS;
D O I：
10.1039/d4ob00602j
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A photoredox/copper-catalyzed 1,4-difunctionalization of 1,3-enynes with readily available difluoroalkylating reagents and TMSCN was developed. This reaction proceeded at mild conditions, affording the corresponding difluoroalkylated allenes in good yields with high functional-group tolerance and excellent regioselectivity.
引用
收藏
页码：4895 / 4900
页数：6
相关论文
共 50 条
  • [41] Asymmetric 1,4-functionalization of 1,3-enynes via dual photoredox and chromium catalysis
    Zhang, Feng-Hua
    Guo, Xiaochong
    Zeng, Xianrong
    Wang, Zhaobin
    NATURE COMMUNICATIONS, 2022, 13 (01)
  • [42] Regioselective Hydro(deutero)silylation of 1,3-Enynes Enabled by Photoredox/Nickel Dual Catalysis
    Zhang, Guodong
    Tan, Wei
    Zhang, Duo
    Wang, Kaiping
    Gao, Pan
    Wang, Shuli
    Liu, Shuang-Liang
    Chen, Feng
    ORGANIC LETTERS, 2024, 26 (02) : 536 - 541
  • [43] Photoinduced, Copper-Catalyzed Three-Component Annulation of gem-Dialkylthio Enynes
    Lou, Jiang
    Ma, Juan
    Xu, Bao-Hua
    Zhou, Yong-Gui
    Yu, Zhengkun
    ORGANIC LETTERS, 2020, 22 (13) : 5202 - 5206
  • [44] Expedient synthesis of tetrasubstituted pyrroles via a copper-catalyzed cascade inter-/intramolecular cyclization of 1,3-enynes carry a nitro group with amines
    Bharathiraja, Ganesan
    Sengoden, Mani
    Kannan, Masanam
    Punniyamurthy, Tharmalingam
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (09) : 2786 - 2792
  • [45] Selective 1,4-arylsulfonation of 1,3-enynes via photoredox/nickel dual catalysis
    Li, Chao
    Hu, Duo-Duo
    Jin, Ruo-Xing
    Wu, Bing-Bing
    Wang, Cheng-Yu
    Ke, Zhuofeng
    Wang, Xi-Sheng
    ORGANIC CHEMISTRY FRONTIERS, 2022, 9 (03) : 788 - 794
  • [46] Rhodium-Catalyzed Dimerization of Arylacetylenes and Addition of Malonates to 1,3-Enynes
    Mochizuki, Katsufumi
    Sakai, Kazunori
    Kochi, Takuya
    Kakiuchi, Fumitoshi
    SYNTHESIS-STUTTGART, 2013, 45 (15): : 2088 - 2092
  • [47] Copper-Catalyzed Bromodifluoroacetylative Cyclization of Enynes
    Zhu, Shaoqun
    Yang, Haibo
    Jiang, Along
    Zhou, Bing
    Han, Ying
    Yan, Chaoguo
    Shi, Yaocheng
    Hou, Hong
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (23): : 15667 - 15675
  • [48] Organozinc pivalates for modular Cobalt-Catalyzed carbosulfonylation of 1,3-Enynes
    Dong, Shoucheng
    Tian, Zhenfeng
    Wang, Junda
    He, Lin
    Li, Jie
    JOURNAL OF CATALYSIS, 2023, 425 : 350 - 358
  • [49] Access to Cyanoimines Enabled by Dual Photoredox/Copper-Catalyzed Cyanation of O-Acyl Oximes
    Zhang, Hao
    Wei, Ziyan
    Zhang, Ai Hua
    Yu, Shouyun
    ORGANIC LETTERS, 2020, 22 (18) : 7315 - 7320
  • [50] Copper-Catalyzed 1,4-Alkylarylation of 1,3-Enynes with Ethers and Aryl Boronic Acids Enabled via C(sp3)-H Functionalization
    Lv, Yunhe
    Pu, Weiya
    Zhang, Le
    Li, Dandan
    He, Linjie
    Dai, Linxia
    Zhou, Yaning
    Zhao, Shuaike
    Chen, Fei
    Zhan, Jun-Long
    JOURNAL OF ORGANIC CHEMISTRY, 2025, 90 (04): : 1478 - 1488
12345