Ag(I)-Mediated Oxidative Radical TriFLuoromethylthiolation of Alkenes

被引:6
|
作者
Zheng, Changge [1 ,2 ]
Liu, Yang [1 ]
Hong, Jianquan [1 ]
Huang, Shuai [1 ]
Zhang, Wei [2 ]
Yang, Yupeng [1 ]
Fang, Ge [2 ]
机构
[1] Jiangnan Univ, Sch Chem & Mat Engn, Minist Educ, Key Lab Synthet & Biol Colloids, Wuxi 214122, Jiangsu, Peoples R China
[2] Xinjiang Agr Univ, Sch Chem Engn, Urumqi 830052, Xinjiang Uygur, Peoples R China
基金
中国国家自然科学基金;
关键词
triFLuoromethylthiolation; alkenes; AgSCF; (3); alpha-SCF; -substituted ketone; radical pathway; HYPERVALENT IODINE REAGENT; CATALYZED SYNTHESIS; ELECTROPHILIC TRIFLUOROMETHYLTHIOLATION; DECARBOXYLATIVE TRIFLUOROMETHYLTHIOLATION; SILVER(I) TRIFLUOROMETHANETHIOLATE; FLUOROALKYLATION REACTIONS; COPPER; KETONES; ETHERS; HYDROTRIFLUOROMETHYLTHIOLATION;
D O I
10.1055/s-0037-1611546
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple, mild, and efficient method for an oxidative radical triFLuoromethylthiolation of alkenes through AgSCF (3) /K (2) S (2) O (8) system has been developed. This reaction provides a straightforward way to synthesize a variety of useful alpha-SCF (3) -substituted ketone compounds from a wide range of alkenes in moderate to good yields.
引用
收藏
页码:1324 / 1328
页数:5
相关论文
共 50 条
  • [1] Copper-mediated oxidative trifluoromethylthiolation of unactivated terminal alkenes
    Zhang, Ke
    Liu, Jian-Bo
    Qing, Feng-Ling
    CHEMICAL COMMUNICATIONS, 2014, 50 (91) : 14157 - 14160
  • [2] Copper-mediated oxidative trifluoromethylthiolation of quinones
    Li, Chao
    Zhang, Ke
    Xu, Xiu-Hua
    Qing, Feng-Ling
    TETRAHEDRON LETTERS, 2015, 56 (45) : 6273 - 6275
  • [3] Copper-Mediated Oxidative Trifluoromethylthiolation of Potassium Aryltrifluoroborates with Elemental Sulfur and Ruppert-Prakash Reagent
    Dubbaka, Srinivas Reddy
    Atthunuri, Azmi Reddy
    Prakash, Koraboina Chandra
    Rangabashyam, Prabhu
    Gadde, Satyanarayana
    Kothandaraman, Rajesh
    SYNTHESIS-STUTTGART, 2016, 48 (08): : 1246 - 1252
  • [4] Oxidative decarboxylative radical trifluoromethylthiolation of alkyl carboxylic acids with silver(I) trifluoromethanethiolate and selectfluor
    He, Bin
    Xiao, Zhiwei
    Wu, Hao
    Guo, Yong
    Chen, Qing-Yun
    Liu, Chao
    RSC ADVANCES, 2017, 7 (02): : 880 - 883
  • [5] Silver-Mediated Oxidative Aliphatic C-H Trifluoromethylthiolation
    Guo, Shuo
    Zhang, Xiaofei
    Tang, Pingping
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (13) : 4065 - 4069
  • [6] PhI(OAc)2-mediated trifluoromethylthiolation/oxidative cyclization of ynamides
    Su, Shixuan
    Yan, Zhipeng
    Ye, Xingyuan
    Wang, Jingyang
    Li, Yuan
    He, Guangke
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2021, 19 (40) : 8746 - 8753
  • [7] Free-Radical-Involved Trifluoromethylthiolation Cyclization of Alkenes To Access SCF3-Substituted Indolo[2,1-a]isoquinolines
    Li, Yang
    Li, Lijun
    Yan, Qinqin
    Ren, Yingming
    Li, Xuan
    Liu, Zhong-Quan
    Li, Zejiang
    SYNLETT, 2022, 33 (19) : 1938 - 1942
  • [8] Photocatalytic Trifluoromethylthiolation of Aromatic Alkenes Associated with Hydroxylation and Alkoxylation
    Li, Yanjie
    Koike, Takashi
    Akita, Munetaka
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 6 (04) : 445 - 448
  • [9] Cu-mediated oxidative trifluoromethylthiolation of arylboronic acids with (bpy)CuSCF3
    Zhao, Mingzhu
    Zhao, Xiaoming
    Zheng, Purui
    Tian, Yawei
    JOURNAL OF FLUORINE CHEMISTRY, 2017, 194 : 73 - 79
  • [10] Iron-mediated Markovnikov-selective hydro-trifluoromethylthiolation of unactivated alkenes
    Yang, Tao
    Lu, Long
    Shen, Qilong
    CHEMICAL COMMUNICATIONS, 2015, 51 (25) : 5479 - 5481