Synthesis of Thiosulfonates by I2/TBHP-mediated the Ring-opening/coupling Reaction of Benzothiazole

被引:0
|
作者
Chen, Tianpeng [1 ]
Tao, Yuhui [1 ]
Wu, Ziliang [1 ]
Xu, Xiaoliang [2 ]
Cheng, Dongping [1 ]
机构
[1] Zhejiang Univ Technol, Coll Pharmaceut Sci, Chaowang Rd 18, Hangzhou 310014, Peoples R China
[2] Zhejiang Univ Technol, Coll Chem Engn, Chaowang Rd 18, Hangzhou 310014, Peoples R China
来源
CHEMISTRYSELECT | 2022年 / 7卷 / 34期
关键词
benzothiazole; catalysis; ring-opening; sulfonyl hydrazides; thiosulfones; SULFONYL HYDRAZIDES; FREE PROTOCOL; OXIDATION; IODINE; SULFENYLATION; DERIVATIVES; DISULFIDES; THIOLS;
D O I
10.1002/slct.202202876
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel I-2/TBHP (tert-Butyl hydroperoxide)-mediated the ring-opening/coupling reaction of benzothiazole with sulfonyl hydrazides is disclosed. Various aryl, heteraryl and alkyl sulfonyl hydrazides are applied for the reaction and the corresponding thiosulfonates are obtained in moderate to good yields. It provides a mild and convenient way for the synthesis of thiosulfonates.
引用
收藏
页数:4
相关论文
共 50 条
  • [1] I2/TBHP-mediated reaction of sulfonylhydrazides with alkynes: synthesis of (E)-β-iodovinyl sulfones
    Li, Xiaoqing
    Xu, Xiangsheng
    Shi, Xinhua
    TETRAHEDRON LETTERS, 2013, 54 (24) : 3071 - 3074
  • [2] Copper-Catalyzed TBHP-Mediated Radical Cross-Coupling Reaction of Sulfonylhydrazides with Thiols Leading to Thiosulfonates
    Zhang, Guo-Yu
    Lv, Shuai-Shuai
    Shoberu, Adedamola
    Zou, Jian-Ping
    JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (18): : 9801 - 9807
  • [3] I2/TBHP-mediated oxidative coupling of ketones and toluene derivatives: a facile method for the preparation of α-benzoyloxy ketones
    Chen, Cui
    Liu, Weibing
    Zhou, Peng
    Liu, Hailing
    RSC ADVANCES, 2017, 7 (33): : 20394 - 20397
  • [4] I2/TBHP-mediated tandem cyclization and oxidation reaction: Facile access to 2,5-disubstituted oxazoles
    Guo, Xin
    Liu, Xianyan
    Li, Chonglong
    Jiang, Zhibo
    Nan, Zedong
    Liu, Yafeng
    TETRAHEDRON LETTERS, 2022, 112
  • [5] I2/TBHP mediated diastereoselective synthesis of spiroaziridines
    Ashitha, Kizhakkan Thiruthi
    Vinaya, Puthiya Purayil
    Krishna, Ajay
    Vincent, Deepthy Cheeran
    Jalaja, Renjitha
    Varughese, Sunil
    Somappa, Sasidhar Balappa
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2020, 18 (08) : 1588 - 1593
  • [6] Synthesis of furo[3,2-c]coumarins via I2/TBHP-mediated reaction of 4-hydroxycoumarins with terminal alkynes
    Chu, Xianglong
    Tang, Ziqiang
    Ma, Jiangshan
    He, Libowen
    Feng, Lei
    Ma, Chen
    TETRAHEDRON, 2018, 74 (09) : 970 - 974
  • [7] I2/TBHP-mediated domino process: a convenient route to 1,3-oxazole derivatives
    Cheng-Tao Feng
    Ming Zhao
    Shi-Tang Ma
    Xia Qin
    Research on Chemical Intermediates, 2013, 39 : 3835 - 3841
  • [8] Synthesis of Isatins by I2/TBHP Mediated Oxidation of Indoles
    Zi, You
    Cai, Zhong-Jian
    Wang, Shun-Yi
    Ji, Shun-Jun
    ORGANIC LETTERS, 2014, 16 (11) : 3094 - 3097
  • [9] I2/TBHP-mediated domino process: a convenient route to 1,3-oxazole derivatives
    Feng, Cheng-Tao
    Zhao, Ming
    Ma, Shi-Tang
    Qin, Xia
    RESEARCH ON CHEMICAL INTERMEDIATES, 2013, 39 (08) : 3835 - 3841
  • [10] Intramolecular oxidative coupling: I2/TBHP/NaN3-mediated synthesis of benzofuran derivatives
    Xu, Wengang
    Li, Qingcui
    Cao, Chuanpeng
    Zhang, Fanglin
    Zheng, Hua
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (22) : 6158 - 6161