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学科主题: 药学
题名:
CsOH catalyzed aerobic oxidative synthesis of p-quinols from multi-alkyl phenols under mild conditions
作者: Liang, Yu-Feng1,2; Wu, Kai1,2; Liu, Zhiqing3; Wang, Xiaoyang1,2; Liang, Yujie1,2; Liu, Chenjiang3; Jiao, Ning1,2
关键词: p-quinol ; molecular oxygen ; de-aromatization ; carbanion ; cesium hydroxide
刊名: SCIENCE CHINA-CHEMISTRY
发表日期: 2015-08-01
DOI: 10.1007/s11426-015-5363-4
卷: 58, 期:8, 页:1334-1339
收录类别: SCI ; CCR
文章类型: Article
WOS标题词: Science & Technology
类目[WOS]: Chemistry, Multidisciplinary
研究领域[WOS]: Chemistry
关键词[WOS]: HYPERVALENT IODINE OXIDATION ; H BOND FUNCTIONALIZATION ; 4-IODOPHENOXYACETIC ACID ; SUBSTITUTED PHENOLS ; THERAPEUTIC AGENTS ; ORGANIC-SYNTHESIS ; MOLECULAR-OXYGEN ; SINGLET OXYGEN ; CLEAVAGE ; DERIVATIVES
英文摘要:

p-Quinols are ubiquitous structural motifs of various natural products and pharmaceutical compounds, and versatile building blocks in synthetic chemistry. The reported methods for the synthesis of p-quinol require stoichiometric amounts of oxidants. Molecular oxygen is considered as an ideal oxidant due to its natural, inexpensive, and environmentally friendly characteristics. During the ongoing research of C-H bond hydroxylation, we found that multi-alkyl phenols could react with molecular oxygen under mild conditions. Herein, we describe an efficient oxidative de-aromatization of multi-alkyl phenols to p-quinols. 1 atm of molecular oxygen was used as the oxidant. Many multi-alkyl phenols could react smoothly at room temperature. Isotopic labeling experiment was also performed, and the result proved that the oxygen atom in the produced hydroxyl group is from molecular oxygen.

语种: 英语
所属项目编号: 21325206 ; 21172006 ; XJDX0908-2013-2
项目资助者: National Natural Science Foundation of China ; Key Laboratory of Oil and Gas Fine Chemicals
WOS记录号: WOS:000358605500015
Citation statistics:
内容类型: 期刊论文
URI标识: http://ir.bjmu.edu.cn/handle/400002259/59920
Appears in Collections:北京大学药学院_期刊论文

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作者单位: 1.Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China
2.Peking Univ, Sch Pharmaceut Sci, Beijing 100191, Peoples R China
3.Xinjiang Univ, Key Lab Oil & Gas Fine Chem, Minist Educ & Xinjiang Uygur Autonomous Reg, Urumqi 830046, Peoples R China

Recommended Citation:
Liang, Yu-Feng,Wu, Kai,Liu, Zhiqing,et al. CsOH catalyzed aerobic oxidative synthesis of p-quinols from multi-alkyl phenols under mild conditions[J]. SCIENCE CHINA-CHEMISTRY,2015,58(8):1334-1339.
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