Sulfenylation of C-H Bonds for C-S Bond Formation under Metal-Free Conditions

被引:101
|
作者
Dong, Dao-Qing [1 ]
Hao, Shuang-Hong [1 ]
Yang, Dao-Shan [2 ,3 ]
Li, Li-Xia [1 ]
Wang, Zu-Li [1 ]
机构
[1] Qingdao Agr Univ, Coll Chem & Pharmaceut Sci, Qingdao 266109, Peoples R China
[2] Qufu Normal Univ, Sch Chem & Chem Engn, Key Lab Life Organ Anal, Qufu 273165, Shandong, Peoples R China
[3] Qufu Normal Univ, Sch Chem & Chem Engn, Key Lab Pharmaceut Intermediates & Anal Nat Med, Qufu 273165, Shandong, Peoples R China
基金
中国国家自然科学基金; 中国博士后科学基金;
关键词
Sulfenylation; C-S bonds; Metal-free; Disulfides; Succinimides; Reaction mechanisms; Aromatic substitution; Synthetic methods; CATALYZED REGIOSELECTIVE SULFENYLATION; ARYL SULFONYL HYDRAZIDES; BASE-BRONSTED ACID; ENANTIOSELECTIVE SULFENYLATION; ALPHA-SULFENYLATION; COUPLING REACTION; INDOLES; IMIDAZOHETEROCYCLES; DERIVATIVES; SYSTEM;
D O I
10.1002/ejoc.201700853
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Sulfenylation of C-H bonds for C-S bond formation under metal-free conditions has become established as a powerful tool in organic chemistry. Various sulfenylation reagents such as thiols, disulfides, sulfinic acids, and so on have been employed for sulfenynlation reactions. In this review we mainly summarize the recent advances (2014 to the present) in this area and also discuss the mechanisms.
引用
收藏
页码:6576 / 6592
页数:17
相关论文
共 50 条
  • [1] Transition Metal-Free Sulfenylation of C-H Bonds for C-S Bond Formation in Recent Years: Mechanistic Approach and Promising Future
    Saroha, Mohit
    Sindhu, Jayant
    Kumar, Sudhir
    Bhasin, Kuldip K.
    Khurana, Jitender M.
    Varma, Rajender S.
    Tomar, Deepak
    [J]. CHEMISTRYSELECT, 2021, 6 (46): : 13077 - 13208
  • [2] Transition Metal-Free Direct C-H Bond Sulfenylation of Alkenes and Arenes
    Xu, Xinming
    Yang, Hanlin
    Li, Wenzhong
    [J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2020, 40 (07) : 1912 - 1925
  • [3] Efficient C-S Bond Formation by Direct Functionalization of C(sp3)-H Bond Adjacent to Heteroatoms under Metal-Free Conditions
    Zhao, Feng
    Tan, Qi
    Wang, Dahan
    Chen, Jinjin
    Deng, Guo-Jun
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2019, 361 (17) : 4075 - 4081
  • [4] Metal-Free Oxidative C-C Bond Formation through C-H Bond Functionalization
    Narayan, Rishikesh
    Matcha, Kiran
    Antonchick, Andrey P.
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2015, 21 (42) : 14678 - 14693
  • [5] 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
  • [6] Recent advances in sulfenylation of C(sp3)-H bond under transition metal-free conditions
    Xu, Xin-Ming
    Chen, De-Mao
    Wang, Zu-Li
    [J]. CHINESE CHEMICAL LETTERS, 2020, 31 (01) : 49 - 57
  • [7] Construction of C-S and C-Se Bonds Mediated by Hypervalent Iodine Reagents Under Metal-Free Conditions
    Cheng, Yifu
    Li, Guangchen
    Jiang, Luchen
    Dong, Yunyi
    Zhan, Xiangyu
    Sun, Fengxia
    Du, Yunfei
    [J]. CURRENT ORGANIC CHEMISTRY, 2022, 26 (21) : 1935 - 1953
  • [8] Pushing Boundaries: What's Next in Metal-Free C-H Functionalization for Sulfenylation?
    Rani, Payal
    Chahal, Sandhya
    Singh, Rajvir
    Sindhu, Jayant
    [J]. TOPICS IN CURRENT CHEMISTRY, 2024, 382 (02)
  • [9] Metal-Free Visible-light Mediated C-S Bond Formation
    Sahoo, Ashish Kumar
    Barik, Dinabandhu
    Dam, Binoyargha
    Patel, Bhisma K.
    [J]. ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2023, 12 (08)
  • [10] C-H bond sulfonylation of anilines with the insertion of sulfur dioxide under metal-free conditions
    Zhou, Kaida
    Zhang, Jun
    Lai, Lifang
    Cheng, Jiang
    Sun, Jiangtao
    Wu, Jie
    [J]. CHEMICAL COMMUNICATIONS, 2018, 54 (54) : 7459 - 7462