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
  • [41] Iron-Catalyzed Ring-Opening Reactions of Cyclopropanols with Alkenes and TBHP: Synthesis of 5-Oxo Peroxides
    Lou, Chenhao
    Wang, Xin
    Lv, Leiyang
    Li, Zhiping
    ORGANIC LETTERS, 2021, 23 (19) : 7608 - 7612
  • [42] Reaction kinetics and simulations of ring-opening polymerization for the synthesis of polybutylene terephthalate
    Rosenboom, Jan-Georg
    De Lorenzi, Laura
    Storti, Giuseppe
    Morbidelli, Massimo
    POLYMER, 2018, 146 : 120 - 132
  • [43] Oxidative coupling of methylamine with an aminyl radical: direct amidation catalyzed by I2/TBHP with HCl
    Gao, Lingfeng
    Tang, Haoming
    Wang, Zhiyong
    CHEMICAL COMMUNICATIONS, 2014, 50 (31) : 4085 - 4088
  • [44] RING-OPENING REACTION OF 1-(R)-2-DIETHYLETHYLENIMINE AND SYNTHESIS OF THE STEREOREGULAR POLYMER
    YAHIRO, N
    ASAKAWA, K
    KOBUNSHI RONBUNSHU, 1982, 39 (08) : 507 - 514
  • [45] Microwave-Assisted TBHP-Mediated Synthesis of 2-Amino-1,3,4-oxadiazoles in Water
    Kumar Sigalapalli, Dilep
    Kadagathur, Manasa
    Sujat Shaikh, Arbaz
    Jadhav, Govinda S.
    Bakchi, Bulti
    Nagendra Babu, Bathini
    Tangellamudi, Neelima D.
    CHEMISTRYSELECT, 2020, 5 (42): : 13248 - 13258
  • [46] I2/Aqueous TBHP-Catalyzed Coupling of Amides with Methylarenes/Aldehydes/Alcohols: Metal-Free Synthesis of Imides
    Aruri, Hariprasad
    Singh, Umed
    Kumar, Sanjay
    Kushwaha, Manoj
    Gupta, Ajai Prakash
    Vishwakarma, Ram A.
    Singh, Parvinder Pal
    ORGANIC LETTERS, 2016, 18 (15) : 3638 - 3641
  • [47] Ring-Opening Coupling Reaction of Cyclopropanols with Electrophilic Alkenes Enabled by Decatungstate as Photoredox Catalyst
    Krech, Anastasiya
    Yakimchyk, Viktoryia
    Jarg, Tatsiana
    Kananovich, Dzmitry
    Oseka, Maksim
    ADVANCED SYNTHESIS & CATALYSIS, 2024, 366 (01) : 91 - 100
  • [48] SYNTHESIS, ALKYLATION AND RING-OPENING OF 2 DIFFERENTLY FUSED PYRIDOQUINAZOLONES
    TIMARI, G
    HAJOS, G
    MESSMER, A
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1990, 27 (07) : 2005 - 2009
  • [49] Radical Mediated Synthesis of 6-Arylphenanthridines via Benzotriazole Ring-opening
    J Heterocycl Chem, 3 (607):
  • [50] SYNTHESIS AND RING-OPENING POLYMERIZATION (ROP) OF [1] AND [2]METALLOCENOPHANES
    NELSON, JM
    LOUGH, AJ
    MANNERS, I
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1994, 93 (1-4): : 361 - 362
12345