Hydroxylation of Aryl Sulfonium Salts for Phenol Synthesis under Mild Reaction Conditions

Xuan Bo Hu; Qian Qian Fu; Xue Ying Huang; Xue Qiang Chu; Zhi Liang Shen; Chengping Miao; Weiyi Chen

doi:10.3390/molecules29040831

Hydroxylation of Aryl Sulfonium Salts for Phenol Synthesis under Mild Reaction Conditions

Xuan Bo Hu, Qian Qian Fu, Xue Ying Huang, Xue Qiang Chu, Zhi Liang Shen, Chengping Miao, Weiyi Chen

School of Chemistry and Moleculai Engineering

Research output: Contribution to journal › Article › peer-review

14 Scopus citations

Abstract

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.

Original language	English
Article number	831
Journal	Molecules
Volume	29
Issue number	4
DOIs	https://doi.org/10.3390/molecules29040831
State	Published - Feb 2024

Keywords

acetohydroxamic acid
aryl sulfonium salts
hydroxylation
oxime
phenol synthesis

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10.3390/molecules29040831

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title = "Hydroxylation of Aryl Sulfonium Salts for Phenol Synthesis under Mild Reaction Conditions",

abstract = "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.",

keywords = "acetohydroxamic acid, aryl sulfonium salts, hydroxylation, oxime, phenol synthesis",

author = "Hu, {Xuan Bo} and Fu, {Qian Qian} and Huang, {Xue Ying} and Chu, {Xue Qiang} and Shen, {Zhi Liang} and Chengping Miao and Weiyi Chen",

note = "Publisher Copyright: {\textcopyright} 2024 by the authors.",

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doi = "10.3390/molecules29040831",

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volume = "29",

journal = "Molecules",

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T1 - Hydroxylation of Aryl Sulfonium Salts for Phenol Synthesis under Mild Reaction Conditions

AU - Hu, Xuan Bo

AU - Fu, Qian Qian

AU - Huang, Xue Ying

AU - Chu, Xue Qiang

AU - Shen, Zhi Liang

AU - Miao, Chengping

AU - Chen, Weiyi

PY - 2024/2

Y1 - 2024/2

N2 - 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.

AB - 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.

KW - acetohydroxamic acid

KW - aryl sulfonium salts

KW - hydroxylation

KW - oxime

KW - phenol synthesis

UR - http://www.scopus.com/inward/record.url?scp=85185900369&partnerID=8YFLogxK

U2 - 10.3390/molecules29040831

DO - 10.3390/molecules29040831

M3 - 文章

C2 - 38398583

AN - SCOPUS:85185900369

SN - 1420-3049

VL - 29

JO - Molecules

JF - Molecules

IS - 4

M1 - 831

ER -

Hydroxylation of Aryl Sulfonium Salts for Phenol Synthesis under Mild Reaction Conditions

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Keywords

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