Synthesis of asymmetrical thioethers with sulfinamides as the sulfenylation agent under metal-free conditions

被引：8
|
作者：
Ma, Long-jun [1 ,2 ]
Li, Guang-xun [3 ]
Huang, Jin [3 ]
Zhu, Jin [1 ]
Tang, Zhuo [3 ]
机构：
[1] Chinese Acad Sci, Chengdu Inst Organ Chem, Chengdu 610041, Sichuan, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
[3] Chinese Acad Sci, Chengdu Inst Biol, Nat Prod Res Ctr, Chengdu 610041, Sichuan, Peoples R China
来源：
TETRAHEDRON LETTERS | 2018年 / 59卷 / 48期
关键词：
Sulfinamides; Sulfenylation agent; Metal-free; Asymmetrical thioethers; S BOND FORMATION; CROSS-COUPLING REACTION; SULFONYL HYDRAZIDES; CATALYZED SYNTHESIS; ARYL IODIDES; C-N; THIOLATION; DIARYL; THIOLS; CHLORIDES;
D O I：
10.1016/j.tetlet.2018.10.038
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Using sulfinamides as a new reagent for preparation of asymmetrical thioethers has been developed under metal-free conditions. The reactions proceeded smoothly without the use of stinky thiophenol, highly toxic sulfonyl chloride or oxidant. Such a simple, efficient transformation provides an attractive approach to various diaryl sulfides in good to excellent yields. (C) 2018 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4255 / 4258
页数：4
相关论文
共 50 条
  • [1] Synthesis of Thioethers and Thioesters with Alkyl Arylsulfinates as the Sulfenylation Agent under Metal-Free Conditions
    Li, Yahui
    Zhu, Fengxiang
    Wang, Zechao
    Wu, Xiao-Feng
    [J]. CHEMISTRY-AN ASIAN JOURNAL, 2016, 11 (24) : 3503 - 3507
  • [2] Metal-free catalytic synthesis of diaryl thioethers under mild conditions
    Cao, Xian-Ting
    Zhang, Peng-Fei
    Zheng, Hui
    [J]. NEW JOURNAL OF CHEMISTRY, 2016, 40 (08) : 6762 - 6767
  • [3] Microwave-assisted regioselective sulfenylation of indoles under solvent- and metal-free conditions
    Rahaman, Rajjakfur
    Devi, Namita
    Bhagawati, Jyoti Rekha
    Barman, Pranjit
    [J]. RSC ADVANCES, 2016, 6 (23): : 18929 - 18935
  • [4] Oxidative Synthesis of Quinazolinones under Metal-free Conditions
    Feng, Jian-Bo
    Wu, Xiao-Feng
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2017, 54 (01) : 794 - 798
  • [5] Direct conversion of sulfinamides to thiosulfonates without the use of additional redox agents under metal-free conditions
    Ji, Yuan-Zhao
    Zhang, Chi
    Wang, Jun-Hu
    Li, Hui-Jing
    Wu, Yan-Chao
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2021, 19 (42) : 9291 - 9298
  • [6] Visible-light-induced regioselective sulfenylation of imidazopyridines with thiols under transition metal-free conditions
    Rahaman, Rajjakfur
    Das, Shivasish
    Barman, Pranjit
    [J]. GREEN CHEMISTRY, 2018, 20 (01) : 141 - 147
  • [7] Synthesis of α-aminonitriles under mild catalytic, metal-free conditions
    Bunce, Richard A.
    Nammalwar, Baskar
    Fortenberry, Chelsea
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2014, 247
  • [8] Synthesis of α-sulfenylated carbonyl compounds under metal-free conditions
    Mou, Dan
    Wu, Yuanyuan
    Wang, Linda
    Fu, Ying
    Du, Zhengyin
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2024, 22 (02) : 274 - 278
  • [9] Recent advances in sulfenylation of C(sp3)-H bond under transition metal-free conditions
    Xin-Ming Xu
    De-Mao Chen
    Zu-Li Wang
    [J]. Chinese Chemical Letters, 2020, 31 (01) : 49 - 57
  • [10] Sulfenylation of C-H Bonds for C-S Bond Formation under Metal-Free Conditions
    Dong, Dao-Qing
    Hao, Shuang-Hong
    Yang, Dao-Shan
    Li, Li-Xia
    Wang, Zu-Li
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 2017 (45) : 6576 - 6592
12345