Iodine-Catalyzed Regioselective 2-Sulfonylation of Indoles with Sodium Sulfinates

被引:206
|
作者
Xiao, Fuhong [1 ]
Chen, Hui [1 ]
Xie, Hao [1 ]
Chen, Shuqing [1 ]
Yang, Luo [1 ]
Deng, Guo-Jun [1 ,2 ]
机构
[1] Xiangtan Univ, Coll Chem, Minist Educ, Key Lab Environm Friendly Chem & Applicat, Xiangtan 411105, Peoples R China
[2] Chinese Acad Sci, Inst Chem, Key Lab Mol Recognit & Funct, Beijing 100080, Peoples R China
基金
高等学校博士学科点专项科研基金; 中国国家自然科学基金;
关键词
UNSYMMETRICAL DIARYL SULFONES; FRIEDEL-CRAFTS SULFONYLATION; AROMATIC-COMPOUNDS; EFFICIENT SYNTHESIS; VINYL SULFONES; ARYL SULFONES; ACID SALTS; METAL-FREE; OXIDATION; SULFIDES;
D O I
10.1021/ol402987u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Iodine-catalyzed selective 2-arylsulfonyl indole formation from indoles and sodium sulfinates is disclosed. Various substituted 2-arylsulfonyl indoles were obtained in one pot in the absence of metal catalyst at room temperature under air.
引用
收藏
页码:50 / 53
页数:4
相关论文
共 50 条
  • [1] Iodine-Catalyzed Regioselective Sulfenylation of Indoles with Sodium Sulfinates
    Xiao, Fuhong
    Xie, Hao
    Liu, Saiwen
    Deng, Guo-Jun
    ADVANCED SYNTHESIS & CATALYSIS, 2014, 356 (2-3) : 364 - 368
  • [2] Iodine-catalyzed N-sulfonylation of benzotriazoles with sodium sulfinates under mild conditions
    Si-Xue Wu
    Yi-Kun Zhang
    Hong-Wei Shi
    Jie Yan
    ChineseChemicalLetters, 2016, 27 (09) : 1519 - 1522
  • [3] Iodine-catalyzed Sulfonylation of Arylacetylenic Acids and Arylacetylenes with Sodium Sulfinates: Synthesis of Arylacetylenic Sulfones
    Meesin, Jatuporn
    Katrun, Praewpan
    Pareseecharoen, Chayaporn
    Pohmakotr, Manat
    Reutrakul, Vichai
    Soorukram, Darunee
    Kuhakarn, Chutima
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (07): : 2744 - 2752
  • [4] Iodine-catalyzed N-sulfonylation of benzotriazoles with sodium sulfinates under mild conditions
    Wu, Si-Xue
    Zhang, Yi-Kun
    Shi, Hong-Wei
    Yan, Jie
    CHINESE CHEMICAL LETTERS, 2016, 27 (09) : 1519 - 1522
  • [5] Iodine-Catalyzed Regioselective Sulfenylation of Indoles with Sulfonyl Hydrazides
    Yang, Fu-Lai
    Tian, Shi-Kai
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (18) : 4929 - 4932
  • [6] 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
  • [7] Iodine-Catalyzed Regioselective Sulfonylation of Quinoline N-Oxides with Sulfonyl Hydrazides
    Yu, Haiyang
    Pi, Chao
    Wang, Yong
    Cui, Xiuling
    Wu, Yangjie
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2018, 38 (01) : 124 - 130
  • [8] 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
  • [9] Metal-free molecular iodine-catalyzed direct sulfonylation of pyrazolones with sodium sulfinates leading to sulfonated pyrazoles at room temperature
    Wei, Wei
    Cui, Huanhuan
    Yang, Daoshan
    Liu, Xiaoxia
    He, Chenglong
    Dai, Shicui
    Wang, Hua
    ORGANIC CHEMISTRY FRONTIERS, 2017, 4 (01): : 26 - 30
  • [10] Iodine/TBHP-Promoted One-Pot Deoxygenation and Direct 2-Sulfonylation of Quinoline N-Oxides with Sodium Sulfinates: Facile and Regioselective Synthesis of 2-Sulfonylquinolines
    Sumunnee, Ladawan
    Buathongjan, Chonchanok
    Pimpasri, Chaleena
    Yotphan, Sirilata
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 2017 (05) : 1025 - 1032