Citation: Zhang Zhefan, Yan Jiyao, Ma Dengke, Sun Jianwei. Electrochemical synthesis of β-hydroxy-, β-alkoxy-, and β-carbonyloxy sulfones by vicinal difunctionalization of olefins[J]. Chinese Chemical Letters, ;2019, 30(8): 1509-1511. doi: 10.1016/j.cclet.2019.04.023 shu

Electrochemical synthesis of β-hydroxy-, β-alkoxy-, and β-carbonyloxy sulfones by vicinal difunctionalization of olefins

Zhang Zhefan ^a,b,1 ,
Yan Jiyao ^a,b,1 ,
Ma Dengke ^a,b ,
Sun Jianwei ^a,b,*,

a.
Shenzhen Research Institute, The Hong Kong University of Science and Technology (HKUST), Shenzhen 518057, China
b.
Department of Chemistry, The Hong Kong University of Science and Technology (HKUST), Hong Kong, China

sunjw@ust.hk

Received Date: 15 February 2019
Revised Date: 23 March 2019
Accepted Date: 8 April 2019
Available Online: 13 August 2019

Figures(6)

An electrochemical vicinal heterodifunctionalization of olefins for the synthesis of β-oxysulfones is described. With suitable choice of the conditions, including current, electrodes, and electrolyte, this oxidation reaction proceeded efficiently in an undivided cell without the use of a stoichiometric chemical oxidant. In addition to the previously established synthesis of β-hydroxysulfones in the presence of water, minor modification of this protocol by using either external alcohol nucleophiles or internal carboxylic acid nucleophile also led to the synthesis of β-alkoxysulfones, and β-sulfonyl lactones.
- Olefins,
- Difunctionalization,
- Electrochemical synthesis,
- Sulfones
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