Desulfitative Thioalkylation of Alkenes

被引：9
|
作者：
Cao, Lidong [1 ,2 ]
Jimeno, Ciril [1 ,3 ]
Renaud, Philippe [1 ]
机构：
[1] Univ Bern, Dept Chem & Biochem, Freiestr 3, CH-3012 Bern, Switzerland
[2] Chinese Acad Agr Sci, Inst Plant Protect, 2 Yuanmingyuan West Rd, Beijing 100193, Peoples R China
[3] Inst Adv Chem Catalonia IQAC CSIC, Dept Biol Chem, Jordi Girona 18-26, E-08034 Barcelona, Spain
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2020年 / 362卷 / 17期
基金：
瑞士国家科学基金会;
关键词：
radical; atom transfer; ATRA-reaction; GTRA reaction; sulfur group transfer; thiosulfonates; chain reaction; thioalkylation; alkenes; sulfur dioxide; RADICAL-ADDITION ATRA; ATOM-TRANSFER; ALPHA-SCISSION; RATE CONSTANTS; CARBOAZIDATION; ESTERS;
D O I：
10.1002/adsc.202000657
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
An efficient method for the thioalkylation of alkenes via radical desulfitative sulfur-group transfer is described. The reaction is based on the use of readily available thiosulfonates as starting materials and cheap radical initiators such as dilauroyl peroxide (DLP) and sun lamp irradiation. No transition metal catalyst is required, and the reaction takes place under mild conditions.
引用
收藏
页码：3644 / 3648
页数：5
相关论文
共 50 条
  • [1] N2-Selective β-Thioalkylation of Benzotriazoles with Alkenes
    Zhu, Li-Li
    Tian, Lifang
    Sun, Kunhui
    Li, Yiwen
    Liu, Guanglu
    Cai, Bin
    Zhang, Hui
    Wang, Yahui
    JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (19): : 12963 - 12974
  • [2] Metal-Free, Radical Addition to Alkenes via Desulfitative Chlorine Atom Transfer
    Cao, Lidong
    Weidner, Karin
    Renaud, Philippe
    ADVANCED SYNTHESIS & CATALYSIS, 2011, 353 (18) : 3467 - 3472
  • [3] Thioalkylation Reactions
    Dronov, V.I.
    Nikitin, Yu.E.
    Russian Chemical Reviews, 1985, 54 (06) : 554 - 561
  • [4] THIOALKYLATION REACTIONS
    DRONOV, VI
    NIKITIN, YE
    USPEKHI KHIMII, 1985, 54 (06) : 941 - 955
  • [5] Palladium-Catalyzed Desulfitative Heck-Type Reaction of Aryl Sulfinic Acids with Alkenes
    Wang, Guan-Wu
    Miao, Tao
    CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (21) : 5787 - 5790
  • [6] THIOALKYLATION REACTION .1. THIOALKYLATION OF KETONES BY ALKANETHIOLS
    DRONOV, VI
    NIGMATULLINA, RF
    KRIVONOGOV, VP
    SPIRIKHIN, LV
    NIKITIN, YE
    ZHURNAL ORGANICHESKOI KHIMII, 1976, 12 (08): : 1672 - 1676
  • [7] ELECTROCHEMICAL THIOALKYLATION OF EPICHLOROHYDRIN
    NIYAZYMBETOV, ME
    KONYUSHKIN, LD
    NIYAZYMBETOVA, ZI
    LITVINOV, VP
    PETROSYAN, VA
    BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1990, 39 (10): : 2231 - 2231
  • [8] THIOALKYLATION OF METHYLALKYL KETONES
    BABAKHANOVA, MD
    SHUKUROV, SS
    SABIROV, SS
    ISABAEV, MD
    ZHURNAL ORGANICHESKOI KHIMII, 1980, 16 (05): : 1093 - 1094
  • [9] Reductive thioalkylation of a pyranonaphthoquinone
    Brimble, MA
    Nairn, MR
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (03): : 317 - 322
  • [10] Reductive thioalkylation of a pyranonaphthoquinone
    Brimble, Margaret A.
    Nairn, Michael R.
    Journal of the Chemical Society, Perkin Transactions 1, 2000, (03): : 317 - 322
12345