Iron-catalyzed sulfonyl radical formations from sulfonylhydrazides and oxidative addition to alkenes

被引：165
|
作者：
Taniguchi, Tsuyoshi [1 ]
Idota, Atsushi [1 ]
Ishibashi, Hiroyuki [1 ]
机构：
[1] Kanazawa Univ, Sch Pharmaceut Sci, Inst Med Pharmaceut & Hlth Sci, Kanazawa, Ishikawa 9201192, Japan
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2011年 / 9卷 / 09期
关键词：
D O I：
10.1039/c0ob01119c
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Generation of sulfonyl radicals from sulfonylhydrazides has been achieved in the presence of a non-toxic iron catalyst and oxygen. The intermolecular addition of resultant sulfonyl radicals to alkenes affords beta-hydroxysulfone compounds.
引用
收藏
页码：3151 / 3153
页数：3
相关论文
共 50 条
  • [1] Iron-Catalyzed Radical Intermolecular Addition of Unbiased Alkenes to Aldehydes
    Saladrigas, Mar
    Puig, Jordi
    Bonjoch, Josep
    Bradshaw, Ben
    ORGANIC LETTERS, 2020, 22 (20) : 8111 - 8115
  • [2] Iron-Catalyzed Oxidative Addition of Alkoxycarbonyl Radicals to Alkenes with Carbazates and Air
    Taniguchi, Tsuyoshi
    Sugiura, Yuki
    Zaimoku, Hisaaki
    Ishibashi, Hiroyuki
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2010, 49 (52) : 10154 - 10157
  • [3] Synthesis of β-hydroxyphosphonates by iron-catalyzed oxidative addition of phosphonyl radicals to alkenes
    Taniguchi, Tsuyoshi
    Idota, Atsushi
    Yokoyama, Shin'ichi
    Ishibashi, Hiroyuki
    TETRAHEDRON LETTERS, 2011, 52 (37) : 4768 - 4770
  • [4] Iron-catalyzed radical intermolecular addition of unactivated alkenes to alkenyl N-heteroarenes
    Chu, Wen-Dao
    Wang, Chun-Mei
    Li, Shu
    Dong, Zhi-Hong
    Long, Teng
    Jiang, Jia-Xi
    Chen, Bo
    He, Cheng-Yu
    Liu, Quan-Zhong
    ORGANIC CHEMISTRY FRONTIERS, 2022, 9 (24): : 6973 - 6978
  • [5] Iron-catalyzed radical intermolecular addition of unactivated alkenes to alkenyl N-heteroarenes
    Chu, Wen-Dao
    Wang, Chun-Mei
    Li, Shu
    Dong, Zhi-Hong
    Long, Teng
    Jiang, Jia-Xi
    Chen, Bo
    He, Cheng-Yu
    Liu, Quan-Zhong
    Organic Chemistry Frontiers, 2022, 9 (24) : 6973 - 6978
  • [6] Iron-catalyzed radical Markovnikov hydrohalogenation and hydroazidation of alkenes
    Elfert, Jonas
    Frye, Nils Lennart
    Rempel, Isabel
    Daniliuc, Constantin Gabriel
    Studer, Armido
    NATURE COMMUNICATIONS, 2024, 15 (01)
  • [7] IRON-CATALYZED ADDITION-REACTION OF FLUOROALKYL IODIDES TO ALKENES
    CHEN, QY
    HE, YB
    YANG, ZY
    JOURNAL OF FLUORINE CHEMISTRY, 1986, 34 (02) : 255 - 258
  • [8] Iron-catalyzed radical aryldifluoromethylation of activated alkenes to difluoromethylated oxindoles
    Wang, Jian-Yong
    Zhang, Xin
    Bao, Yan
    Xu, Yue-Ming
    Cheng, Xiu-Fen
    Wang, Xi-Sheng
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (30) : 5582 - 5585
  • [9] Iron-Catalyzed Oxidative Cross-Coupling of Phenols and Alkenes
    Kshirsagar, Umesh A.
    Regev, Clil
    Parnes, Regev
    Pappo, Doron
    ORGANIC LETTERS, 2013, 15 (12) : 3174 - 3177
  • [10] Iron-catalyzed arylmethylation of sulfonyl acrylamides
    Yu, Jin-Tao
    Hu, Weiming
    Peng, Haibo
    Cheng, Jiang
    TETRAHEDRON LETTERS, 2016, 57 (36) : 4109 - 4112
12345