Fluorohydroxylation and Hydration Reactions of para-Quinone Methides Promoted by Selectfluor

被引：1

作者：

Dai, Lei ^{[1
]}

Zhang, Zhou ^{[2
]}

Zhu, Guangzhou ^{[1
]}

Liu, Yun ^{[1
]}

Liu, Xiaoqin ^{[1
]}

Zhang, Jinpeng ^{[3
]}

Rong, Liangce ^{[1
]}

机构：

[1] Jiangsu Normal Univ, Chem & Mat Sci, Xuzhou 221116, Jiangsu, Peoples R China

[2] China Univ Min & Technol, Dept Chem Engn & Technol, Xuzhou 221116, Jiangsu, Peoples R China

[3] Xuzhou Med Univ, Sch Publ Hlth, Key Lab Environm & Hlth, Xuzhou 221004, Jiangsu, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 03期

基金：

中国国家自然科学基金;

关键词：

SULFONIUM SALTS; LATE-STAGE; FLUORINE; MONOFLUORINATION; PHARMACEUTICALS; DERIVATIVES; ACID;

D O I：

10.1021/acs.joc.2c02069

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Selectfluor-promoted vicinal fluorohydroxylation and hydration reaction of para-quinone methides (p-QMs) were described, affording vicinal fluorohydrins and ketone/ether products in high yields. The hydration products were highly controlled by the electronic properties of substituents in the aromatic ring, and simultaneously, the amount of Selectfluor was completely different during the synthesis of ketone/ether products. This reaction also represents the first fluorohydroxylation of p-QMs, and the wide range of p-QMs makes the vicinal fluorohydroxylation of great significance.

引用

页码：1352 / 1363

页数：12

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