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
来源：
ORGANIC LETTERS | 2014年 / 16卷 / 01期
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
  • [31] Copper(II)-Catalyzed Direct Sulfonylation of C(sp2)-H Bonds with Sodium Sulfinates
    Rao, Wei-Hao
    Shi, Bing-Feng
    ORGANIC LETTERS, 2015, 17 (11) : 2784 - 2787
  • [32] Copper-Catalyzed Remote Sulfonylation of 1-Naphthylamides with Sodium-Sulfinates
    Zhou, Xiang
    Yu, Rujian
    Wang, Jiantao
    Liao, Xiangwen
    Xiong, Yanshi
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2021, 41 (11) : 4370 - 4377
  • [33] Copper(II)-catalyzed remote sulfonylation of aminoquinolines with sodium sulfinates via radical coupling
    Xia, Chengcai
    Wang, Kai
    Xu, Jun
    Wei, Zhenjiang
    Shen, Chao
    Duan, Guiyun
    Zhu, Qing
    Zhang, Pengfei
    RSC ADVANCES, 2016, 6 (43): : 37173 - 37179
  • [34] Metal-free, highly regioselective sulfonylation of NH-1,2,3-triazoles with sodium sulfinates and thiosulfonates
    Reddy, Raju Jannapu
    Shankar, Angothu
    Waheed, Md
    Nanubolu, Jagadeesh Babu
    TETRAHEDRON LETTERS, 2018, 59 (21) : 2014 - 2017
  • [35] Regioselective Iodine-Catalyzed Construction of Polysubstituted Pyrroles from Allenes and Enamines
    Wang, Yu
    Jiang, Chen-Min
    Li, Hong-Liang
    He, Fu-Sheng
    Luo, Xiaoyan
    Deng, Wei-Ping
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (18): : 8653 - 8658
  • [36] Iodine-catalyzed C3-formylation of indoles using hexamethylenetetramine and air
    Wang, Qing-Dong
    Yang, Jin-Ming
    Fang, Dong
    Ren, Jiangmeng
    Zeng, Bu-Bing
    TETRAHEDRON LETTERS, 2017, 58 (30) : 2877 - 2880
  • [37] Iodine-Catalyzed Tandem Cyclization for Efficient Synthesis of Quinazolinones from Indoles and Amines
    Zhang, Rui-Li
    Liu, Xiao-Ying
    Long, Zong-Ze
    Zhang, Kai-Yuan
    Chu, Xiang-Long
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2025, 28 (10)
  • [38] Copper-Catalyzed Remote Enantioselective Sulfonylation of Yne-Allylic Esters with Sodium Sulfinates
    Li, Meng-Die
    Wang, Zi-Han
    Zhu, Hui
    Wang, Xin-Ru
    Wang, Jia-Run
    Lin, Tao-Yan
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2023, 62 (52)
  • [39] Diastereoconvergent Synthesis of Chiral Diarylmethyl Sulfones by Direct Sulfonylation of Diarylmethanols Diastereomixtures with Sodium Sulfinates Catalyzed by SnBr2
    Yamamoto, Hiroshi
    Nakata, Kenya
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 2019 (30) : 4906 - 4910
  • [40] Iodine Catalyzed Sulfenylation of Sodium Sulfinates Using Arenediazonium Tetrafluoroborate/CS2 Combination
    Pandey, Anand Kumar
    Chand, Shiv
    Sharma, Anup Kumar
    Singh, Krishna Nand
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 11 (05)
12345