Iodine-catalyzed efficient 2-arylsulfanylphenol formation from thiols and cyclohexanones

被引:105
|
作者
Liao, Yunfeng [1 ,2 ]
Jiang, Pengcheng [1 ]
Chen, Shanping [1 ]
Qi, Hongrui [1 ]
Deng, Guo-Jun [1 ]
机构
[1] Xiangtan Univ, Coll Chem, Key Lab Environm Friendly Chem & Applicat, Minist Educ, Xiangtan 411105, Peoples R China
[2] Hunan Inst Engn, Sch Chem & Chem Engn, Xiangtan 411104, Peoples R China
基金
中国国家自然科学基金; 高等学校博士学科点专项科研基金;
关键词
METAL-FREE SYNTHESIS; C-H BOND; ARYL HALIDES; AEROBIC DEHYDROGENATION; HIGHLY EFFICIENT; SULFUR; INDOLES; LIGAND; 3-SULFENYLATION; AROMATIZATION;
D O I
10.1039/c3gc41671b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel method for the formation of 2-arylsulfanylphenols from thiols and cyclohexanones is described. Iodine was used as an effective catalyst for this kind of transformation. Cyclohexanones were used as a phenol source via a dehydrogenation and tautomerization reaction.
引用
收藏
页码:3302 / 3306
页数:5
相关论文
共 50 条
  • [1] Iodine-promoted 2-arylsulfanylphenol formation using cyclohexanones as phenol source
    Chen, Ya
    Xiao, Fuhong
    Chen, Hui
    Liu, Saiwen
    Deng, Guo-Jun
    RSC ADVANCES, 2014, 4 (84): : 44621 - 44628
  • [2] Iodine-catalyzed efficient amide formation from aldehydes and amines
    Wang, Peng
    Xia, Jiaxuan
    Gu, Yueqing
    TETRAHEDRON LETTERS, 2015, 56 (51) : 7120 - 7123
  • [3] A HIGHLY EFFICIENT, IODINE-CATALYZED GLYCOSYLATION REACTION OF ALCOHOLS, PHENOLS, AND THIOLS
    HOUSTON, TA
    KLEMKE, E
    KOREEDA, M
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1992, 203 : 533 - ORGN
  • [4] Iodine-Catalyzed Cyclization of o-Nitrothiophenols with Cyclohexanones to Phenothiazines
    Zhao, Yinglin
    Zhang, Jin
    Zhang, Jingwu
    Zhang, Zhida
    Liu, Renhua
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (11): : 7478 - 7484
  • [5] Iodine-Catalyzed Regioselective Sulfenylation of Indoles with Thiols in Water
    He, Yongqin
    Liu, Shengkang
    Wen, Ping
    Tian, Wanfa
    Ren, Xiaoyu
    Zhou, Qiangxiao
    Ma, Haojie
    Huang, Guosheng
    CHEMISTRYSELECT, 2016, 1 (08): : 1567 - 1570
  • [6] Iodine-catalyzed allylic alkylation of thiols with allylic alcohols
    Zhang, Xiaoxiang
    Rao, Weidong
    Chan, Philip Wai Hong
    SYNLETT, 2008, (14) : 2204 - 2208
  • [7] Molecular Iodine-Catalyzed Aerobic α,β-Diamination of Cyclohexanones with 2-Aminopyrimidine and 2-Aminopyridines
    Thanh Binh Nguyen
    Ermolenko, Ludmila
    Retailleau, Pascal
    Al-Mourabit, Ali
    ORGANIC LETTERS, 2016, 18 (09) : 2177 - 2179
  • [8] Iodine-Catalyzed Selective Synthesis of 2-Sulfanylphenols via Oxidative Aromatization of Cyclohexanones and Disulfides
    Ge, Wenlei
    Zhu, Xun
    Wei, Yunyang
    ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (14-15) : 3014 - 3021
  • [9] Metal-free, iodine-catalyzed regioselective sulfenylation of indoles with thiols
    Yi, Shanli
    Li, Meichao
    Mo, Weimin
    Hu, Xinquan
    Hu, Baoxiang
    Sun, Nan
    Jin, Liqun
    Shen, Zhenlu
    TETRAHEDRON LETTERS, 2016, 57 (17) : 1912 - 1916
  • [10] Iodine-Catalyzed, Efficient Synthesis of -Hydroxy Phosphonates in Water
    Wang, Hong-She
    Zeng, Jun-E
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2010, 185 (07) : 1425 - 1428