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
  • [31] Synthesis of chiral amino allenes via an organocyanocuprate-mediated ring-opening reaction of enantiopure ethynylaziridines
    Ohno, H
    Toda, A
    Miwa, Y
    Taga, T
    Fujii, N
    Ibuka, T
    TETRAHEDRON LETTERS, 1999, 40 (02) : 349 - 352
  • [32] A POSITIVE HALOGEN MEDIATED RING-OPENING REACTION OF 2-(ALPHA PHENYLTHIOBENZYL)CYCLOALKANOL DERIVATIVES
    YASUMURA, M
    TAKAKI, K
    TAMURA, T
    NEGORO, K
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1986, 59 (01) : 317 - 318
  • [33] Synthesis of Branched Dithiotrisaccharides via Ring-Opening Reaction of Sugar Thiiranes
    Repetto, Evangelina
    Manzano, Veronica E.
    Laura Uhrig, Maria
    Varela, Oscar
    JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (01): : 253 - 265
  • [34] Ring-Opening Coupling of Cyclopropanol with 1,2,3-Triazole for the Synthesis of Fused Triazoles
    Wu, Yi
    Zhang, Hu
    Wang, Qi
    Tang, Peng
    Jiang, Dan
    Mo, Jiahong
    Qiu, Hanyue
    He, Ling
    Zhang, Min
    ORGANIC LETTERS, 2024, 26 (19) : 4043 - 4048
  • [35] SYNTHESIS OF ALTERNATING COPOLYMALONAMIDES BY RING-OPENING POLYADDITION REACTION OF BISMALONIMIDE WITH DIAMINES
    IMAI, Y
    HIRUKAWA, H
    POLYMER JOURNAL, 1973, 4 (01) : 93 - 99
  • [36] Practical synthesis of chiral β-telluro amines by ring-opening reaction of aziridines
    Vargas, Fabricio
    Comasseto, Joao V.
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2009, 694 (01) : 122 - 126
  • [37] Efficient synthesis of fluorophosphonylated alkyles by ring-opening reaction of cyclic sulfates
    Diab, Sonia Amel
    Sene, Aboubacary
    Pfund, Emmanuel
    Lequeux, Thierry
    ORGANIC LETTERS, 2008, 10 (17) : 3895 - 3898
  • [38] Environmentally friendly and efficient TBHP-mediated catalytic reaction for the synthesis of substituted benzimidazole-2-ones: In-silico approach to pharmaceutical applications
    Indira, Meeniga
    Reddy, E. C. Surendranath
    Prasad, Vasikarla Kamala
    Swamy, Vyshnava Satyanarayana
    Kakarla, Raghava Reddy
    Reddy, Motakatla Venkata Krishna
    Attiri, Pankaj
    Reddy, Peddiahgari Vasu Govardhana
    Aminabhavi, Tejraj M.
    ENVIRONMENTAL RESEARCH, 2024, 252
  • [39] CONVENIENT METHOD OF THE SYNTHESIS OF PHOSPHOPEPTIDE VIA AZIRIDINE RING-OPENING REACTION
    OKAWA, K
    YUKI, M
    TANAKA, T
    CHEMISTRY LETTERS, 1979, (09) : 1085 - 1086
  • [40] A convenient and efficient ring-opening reaction of aziridines with acetylenes and synthesis of dihydropyrroles
    Ding, CH
    Dai, LX
    Hou, XL
    TETRAHEDRON, 2005, 61 (40) : 9586 - 9593
12345