Scalable electrochemical reduction of sulfoxides to sulfides

被引：34
|
作者：
Kong, Zhenshuo [1 ]
Pan, Chao [1 ]
Li, Ming [1 ]
Wen, Lirong [1 ]
Guo, Weisi [1 ]
机构：
[1] Qingdao Univ Sci & Technol, Coll Chem & Mol Engn, State Key Lab Base Ecochem Engn, Qingdao 266042, Peoples R China
来源：
GREEN CHEMISTRY | 2021年 / 23卷 / 07期
基金：
中国国家自然科学基金;
关键词：
D O I：
10.1039/d1gc00591j
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A scalable reduction of sulfoxides to sulfides in a sustainable way remains an unmet challenge. This report discloses an electrochemical reduction of sulfoxides on a large scale (>10 g) under mild reaction conditions. Sulfoxides are activated using a substoichiometric amount of the Lewis acid AlCl3, which could be regenerated via a combination of inexpensive aluminum anode with chloride anion. This deoxygenation process features a broad substrate scope, including acid-labile substrates and drug molecules.
引用
收藏
页码：2773 / 2777
页数：5
相关论文
共 50 条
  • [31] STEREOCONTROLLED PREPARATION OF CHIRAL (E)-1-ALKENYL SULFOXIDES - EFFICIENT REDUCTION OF ALKENYL SULFOXIDES TO CORRESPONDING ALKENYL SULFIDES
    POSNER, GH
    TANG, PW
    JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (21): : 4131 - 4136
  • [32] OXYGEN-EXCHANGE BETWEEN SULFOXIDES AND SULFIDES - REACTION BETWEEN ARYL ALKYL SULFOXIDES AND DIALKYL SULFIDES
    RUFFATO, V
    MIOTTI, U
    GAZZETTA CHIMICA ITALIANA, 1978, 108 (3-4): : 91 - 96
  • [33] REDUCTION OF SULFOXIDES TO SULFIDES USING 2-CHLORO-1,3,2-BENZODIOXAPHOSPHOLE
    CHASAR, DW
    PRATT, TM
    SYNTHESIS-STUTTGART, 1976, (04): : 262 - 263
  • [34] AN EFFICIENT ASYMMETRIC OXIDATION OF SULFIDES TO SULFOXIDES
    PITCHEN, P
    KAGAN, HB
    TETRAHEDRON LETTERS, 1984, 25 (10) : 1049 - 1052
  • [35] METHOD FOR SELECTIVE OXIDATION OF SULFIDES TO SULFOXIDES
    SVIRIDOVA, AV
    PRILEZHA.EN
    LABA, VI
    ZHURNAL ORGANICHESKOI KHIMII, 1971, 7 (12): : 2480 - +
  • [36] The Mechanism of Permanganate Oxidation of Sulfides and Sulfoxides
    Jayaraman, Arumugam
    East, Allan L. L.
    JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (01): : 351 - 356
  • [37] AN EFFICIENT ASYMMETRIC OXIDATION OF SULFIDES TO SULFOXIDES
    PITCHEN, P
    DUNACH, E
    DESHMUKH, MN
    KAGAN, HB
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1984, 106 (26) : 8188 - 8193
  • [38] NEW FACILE OXIDATION OF SULFIDES TO SULFOXIDES
    HOJO, M
    MASUDA, R
    TETRAHEDRON LETTERS, 1976, (08) : 613 - 614
  • [39] BASIC PROPERTIES OF CYCLIC SULFIDES AND SULFOXIDES
    CURCI, R
    DIFURIA, F
    LEVI, A
    LUCCHINI, V
    SCORRANO, G
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1975, (04): : 341 - 344
  • [40] ELECTROCHEMICAL REDUCTION OF IRON SULFIDES - APPLICATION TO NONSTOICHIOMETRIC MEASUREMENTS
    HENRY, B
    LECUIRE, JM
    BESSIERE, J
    JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 1977, 83 (01): : 111 - 115
12345