Visible-light-promoted aerobic oxidation of sulfides and sulfoxides in ketone solvents

被引：5
作者：
Li, Xiaotong [1 ]
Wang, Yu [1 ]
Yang, Liqun [1 ]
Zhang, Zhaoguo [1 ,2 ]
Xie, Xiaomin [1 ]
机构：
[1] Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, 800 Dongchuan Rd, Shanghai 200240, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, 345 Fenglin Rd, Shanghai 200032, Peoples R China
来源：
TETRAHEDRON | 2022年 / 110卷
基金：
中国国家自然科学基金;
关键词：
Aerobic oxidation; Visible -light promoted reaction; Sulfides; Sulfoxides; Sulfones; Ketone solvents; SINGLET OXYGEN; SELECTIVE OXIDATION; ORGANIC SULFIDES; MOLECULAR-OXYGEN; FACILE OXIDATION; INTERMEDIATE; SULFONES; ACID; PHOTOOXIDATION; PERSULFOXIDE;
D O I：
10.1016/j.tet.2022.132708
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Simple and readily available ketones have been identified to promote the visible-light-promoted aerobic oxidation of sulfides and sulfoxides to sulfones. We report a simple and environmental-friendly oxidation protocol of sulfides to sulfones. Various sulfides were efficiently oxidized into sulfones with O-2 as sustainable terminate oxidant, readily available thioxanthone as the photocatalyst and 3-pentanone (DEK) as the solvent. The protocol tolerates diverse functional groups, including halogens, ketone, ester, cyano, heterocycle and even cyclopropyl groups. The detection of the aerobic oxidation reaction in DEK by GC and HRMS disclosed that the key active intermediates were generated. (c) 2022 Elsevier Ltd. All rights reserved.
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页数：7
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