Trichloroacetonitrile as an efficient activating agent for the ipso-hydroxylation of arylboronic acids to phenolic compounds

被引：14

作者：

Fang, Yuanding ^{[2
,3
]}

Zhao, Rong ^{[2
,3
]}

Yao, Yuan ^{[3
]}

Liu, Yang ^{[3
]}

Chang, Denghu ^{[2
,3
]}

Yao, Ming ^{[1
]}

Shi, Lei ^{[1
,2
,3
,4
]}

机构：

[1] Jingchu Univ Technol, Hubei Key Lab Drug Synth & Optimizat, Jingmen 448000, Peoples R China

[2] Harbin Inst Technol, Sch Sci, Shenzhen 518055, Peoples R China

[3] Harbin Inst Technol, Sch Chem & Chem Engn, MIIT Key Lab Crit Mat Technol New Energy Convers, Harbin 150001, Heilongjiang, Peoples R China

[4] Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2019年 / 17卷 / 32期

基金：

中国国家自然科学基金;

关键词：

AEROBIC OXIDATIVE HYDROXYLATION; DEEP EUTECTIC MIXTURE; VISIBLE-LIGHT; HYDROGEN-PEROXIDE; BORONIC ACIDS; PHOTOREDOX CATALYSIS; ORGANIC FRAMEWORK; METAL; FACILE; MILD;

D O I：

10.1039/c9ob01568j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A metal-free and base-free Cl3CCN mediated method was developed for the ipso-hydroxylation of aryl boronic acids to their corresponding phenols, which was promoted by a key unstable Lewis adduct intermediate. This transformation has broad functional group tolerance, and late-stage functionalization was successful as well. After simple investigation, two pathways (radical/ionic mechanism) were suggested, and the beneficial action of blue light needs to be further studied.

引用

页码：7558 / 7563

页数：6

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