Hydroxylation of Aryl Sulfonium Salts for Phenol Synthesis under Mild Reaction Conditions
Hydroxylation of aryl sulfonium salts could be realized by utilizing acetohydroxamic acid and oxime as hydroxylative agents in the presence of cesium carbonate as a base, leading to a variety of structurally diverse hydroxylated arenes in 47–95% yields. In addition, the reaction exhibited broad func...
| Main Authors: | , , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2024-02-01
|
| Series: | Molecules |
| Subjects: | |
| Online Access: | https://www.mdpi.com/1420-3049/29/4/831 |
| _version_ | 1827343094910025728 |
|---|---|
| author | Xuan-Bo Hu Qian-Qian Fu Xue-Ying Huang Xue-Qiang Chu Zhi-Liang Shen Chengping Miao Weiyi Chen |
| author_facet | Xuan-Bo Hu Qian-Qian Fu Xue-Ying Huang Xue-Qiang Chu Zhi-Liang Shen Chengping Miao Weiyi Chen |
| author_sort | Xuan-Bo Hu |
| collection | DOAJ |
| description | Hydroxylation of aryl sulfonium salts could be realized by utilizing acetohydroxamic acid and oxime as hydroxylative agents in the presence of cesium carbonate as a base, leading to a variety of structurally diverse hydroxylated arenes in 47–95% yields. In addition, the reaction exhibited broad functionality tolerance, and a range of important functional groups (e.g., cyano, nitro, sulfonyl, formyl, keto, and ester) could be well amenable to the mild reaction conditions. |
| first_indexed | 2024-03-07T22:20:10Z |
| format | Article |
| id | doaj.art-b79a9ad15b1746ca96a7099f7eb3333f |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-07T22:20:10Z |
| publishDate | 2024-02-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-b79a9ad15b1746ca96a7099f7eb3333f2024-02-23T15:29:00ZengMDPI AGMolecules1420-30492024-02-0129483110.3390/molecules29040831Hydroxylation of Aryl Sulfonium Salts for Phenol Synthesis under Mild Reaction ConditionsXuan-Bo Hu0Qian-Qian Fu1Xue-Ying Huang2Xue-Qiang Chu3Zhi-Liang Shen4Chengping Miao5Weiyi Chen6Technical Institute of Fluorochemistry (TIF), School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, ChinaTechnical Institute of Fluorochemistry (TIF), School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, ChinaTechnical Institute of Fluorochemistry (TIF), School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, ChinaTechnical Institute of Fluorochemistry (TIF), School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, ChinaTechnical Institute of Fluorochemistry (TIF), School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, ChinaCollege of Biological, Chemical Science and Engineering, Jiaxing University, 118 Jiahang Road, Jiaxing 314001, ChinaSoochow College, Soochow University, Suzhou 215006, ChinaHydroxylation of aryl sulfonium salts could be realized by utilizing acetohydroxamic acid and oxime as hydroxylative agents in the presence of cesium carbonate as a base, leading to a variety of structurally diverse hydroxylated arenes in 47–95% yields. In addition, the reaction exhibited broad functionality tolerance, and a range of important functional groups (e.g., cyano, nitro, sulfonyl, formyl, keto, and ester) could be well amenable to the mild reaction conditions.https://www.mdpi.com/1420-3049/29/4/831hydroxylationphenol synthesisaryl sulfonium saltsacetohydroxamic acidoxime |
| spellingShingle | Xuan-Bo Hu Qian-Qian Fu Xue-Ying Huang Xue-Qiang Chu Zhi-Liang Shen Chengping Miao Weiyi Chen Hydroxylation of Aryl Sulfonium Salts for Phenol Synthesis under Mild Reaction Conditions Molecules hydroxylation phenol synthesis aryl sulfonium salts acetohydroxamic acid oxime |
| title | Hydroxylation of Aryl Sulfonium Salts for Phenol Synthesis under Mild Reaction Conditions |
| title_full | Hydroxylation of Aryl Sulfonium Salts for Phenol Synthesis under Mild Reaction Conditions |
| title_fullStr | Hydroxylation of Aryl Sulfonium Salts for Phenol Synthesis under Mild Reaction Conditions |
| title_full_unstemmed | Hydroxylation of Aryl Sulfonium Salts for Phenol Synthesis under Mild Reaction Conditions |
| title_short | Hydroxylation of Aryl Sulfonium Salts for Phenol Synthesis under Mild Reaction Conditions |
| title_sort | hydroxylation of aryl sulfonium salts for phenol synthesis under mild reaction conditions |
| topic | hydroxylation phenol synthesis aryl sulfonium salts acetohydroxamic acid oxime |
| url | https://www.mdpi.com/1420-3049/29/4/831 |
| work_keys_str_mv | AT xuanbohu hydroxylationofarylsulfoniumsaltsforphenolsynthesisundermildreactionconditions AT qianqianfu hydroxylationofarylsulfoniumsaltsforphenolsynthesisundermildreactionconditions AT xueyinghuang hydroxylationofarylsulfoniumsaltsforphenolsynthesisundermildreactionconditions AT xueqiangchu hydroxylationofarylsulfoniumsaltsforphenolsynthesisundermildreactionconditions AT zhiliangshen hydroxylationofarylsulfoniumsaltsforphenolsynthesisundermildreactionconditions AT chengpingmiao hydroxylationofarylsulfoniumsaltsforphenolsynthesisundermildreactionconditions AT weiyichen hydroxylationofarylsulfoniumsaltsforphenolsynthesisundermildreactionconditions |