Synthesis of thioethers via metal-free reductive coupling of tosylhydrazones with thiols

被引：91
|
作者：
Ding, Qiuping [1 ,2 ]
Cao, Banpeng [1 ]
Yuan, Jianjun [1 ]
Liu, Xianjin [1 ]
Peng, Yiyuan [1 ,2 ]
机构：
[1] Jiangxi Normal Univ, Coll Chem & Chem Engn, Nanchang 330022, Peoples R China
[2] Key Lab Green Chem Jiangxi Prov, Nanchang 330022, Peoples R China
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2011年 / 9卷 / 03期
关键词：
ALPHA-DIAZOCARBONYL COMPOUNDS; BOND FORMATION; EFFICIENT SYNTHESIS; ADDITION-REACTIONS; ARYL HALIDES; H BONDS; SULFIDES; SELENIDES; CATALYST; ALKYL;
D O I：
10.1039/c0ob00639d
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A metal-free procedure for the synthesis of thioethers is described via the base-promoted reductive coupling of tosylhydrazones with thiols through an insertion of a carbene into the S-H bond.
引用
收藏
页码：748 / 751
页数：4
相关论文
共 50 条
  • [41] A straightforward synthesis of alkyl 1H-tetrazol-5-yl thioethers via a one-pot reaction of aldehydes and 1H-tetrazole-5-thiols mediated by N-tosylhydrazones
    Li, Le-Le
    Gao, Lian-Xun
    Han, Fu-She
    RSC ADVANCES, 2015, 5 (38): : 29996 - 30000
  • [42] Metal-free synthesis of alkynyl alkyl selenides via three-component coupling of terminal alkynes, Se, and epoxides
    Wu, Ge
    Min, Lin
    Li, Hongchen
    Gao, Wenxia
    Ding, Jinchang
    Huang, Xiaobo
    Liu, Miaochang
    Wu, Huayue
    GREEN CHEMISTRY, 2018, 20 (07) : 1560 - 1563
  • [43] Metal-free formal synthesis of phenoxazine
    Kervefors, Gabriella
    Becker, Antonia
    Dey, Chandan
    Olofsson, Berit
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2018, 14 : 1491 - 1497
  • [44] Metal-Free Tandem Oxidative Coupling of Primary Alcohols with Azoles for the Synthesis of Hemiaminal Ethers
    Sun, Jinwei
    Zhang, Yu
    Mathan, Sankaran
    Wang, Yi
    Pan, Yi
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (08) : 3380 - 3385
  • [45] Rapid synthesis of aryl sulfides through metal-free C-S coupling of thioalcohols with diaryliodonium salts
    Wang, Dawei
    Yu, Xin
    Zhao, Keyan
    Li, Liang
    Ding, Yuqiang
    TETRAHEDRON LETTERS, 2014, 55 (42) : 5739 - 5741
  • [46] Metal-Free Iodine-Catalyzed Direct Arylthiation of Substituted Anilines with Thiols
    Yang, Daoshan
    Yan, Kelu
    Wei, Wei
    Zhao, Jing
    Zhang, Mengqi
    Sheng, Xuguang
    Li, Guoqing
    Lu, Shenglei
    Wang, Hua
    JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (12) : 6083 - 6092
  • [47] Synthesis of N-arylacetamides via amination of aryltriazenes with acetonitrile under metal-free and mild conditions
    Wang, Bin
    Cao, Dawei
    Ma, Xuecheng
    Feng, Yun
    Zhang, Lin
    Zhang, Yonghong
    Liu, Chenjiang
    ARABIAN JOURNAL OF CHEMISTRY, 2021, 14 (06)
  • [48] Synthesis of α-sulfenylated carbonyl compounds under metal-free conditions
    Mou, Dan
    Wu, Yuanyuan
    Wang, Linda
    Fu, Ying
    Du, Zhengyin
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2024, 22 (02) : 274 - 278
  • [49] Direct synthesis of 1,3-dicarbonyl compounds via radical coupling of aldehydes with ketones under metal-free conditions
    Shen, Xuqian
    Borah, Arun Jyoti
    Cao, Xihan
    Pan, Weixiang
    Yan, Guobing
    Wu, Xiangmei
    TETRAHEDRON LETTERS, 2015, 56 (46) : 6484 - 6487
  • [50] Organocatalytic Synthesis of Phenols from Diaryliodonium Salts with Water under Metal-Free Conditions
    Katagiri, Kotone
    Kuriyama, Masami
    Yamamoto, Kosuke
    Demizu, Yosuke
    Onomura, Osamu
    ORGANIC LETTERS, 2022, 24 (28) : 5149 - 5154
12345