Task-specific ionic liquid and CO2-cocatalysed efficient hydration of propargylic alcohols to α-hydroxy ketones

被引：94

作者：

Zhao, Yanfei ^{[1
]}

Yang, Zhenzhen ^{[1
]}

Yu, Bo ^{[1
]}

Zhang, Hongye ^{[1
]}

Xu, Huanjun ^{[1
]}

Hao, Leiduan ^{[1
]}

Han, Buxing ^{[1
]}

Liu, Zhimin ^{[1
]}

机构：

[1] Chinese Acad Sci, Inst Chem, Key Lab Colloid Interface & Thermodynam, Beijing Natl Lab Mol Sci, Beijing 100190, Peoples R China

来源：

CHEMICAL SCIENCE | 2015年 / 6卷 / 04期

基金：

中国国家自然科学基金;

关键词：

CATALYZED HYDRATION; ROOM-TEMPERATURE; ALKYNES; NANOPARTICLES;

D O I：

10.1039/c5sc00040h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The hydration of propargylic alcohols is a green route to synthesize alpha-hydroxy ketones. Herein a CO2-reactive ionic liquid (IL), [Bu4P][Im], was found to display high performance for catalyzing the hydration of propargylic alcohols in the presence of atmospheric CO2, and a series of propargylic alcohols could be converted into the corresponding alpha-hydroxy ketones in good to excellent yields. In the IL/CO2 reaction system, CO2 served as a cocatalyst by forming alpha-alkylidene cyclic carbonates with propargylic alcohols, and was released via the rapid hydrolysis of the carbonates catalysed by the IL. This is the first example of the efficient hydration of propargylic alcohols under metal-free conditions.

引用

页码：2297 / 2301

页数：5

共 50 条

[31] Efficient Combination of Task-Specific Ionic Liquid and Microwave Dielectric Heating Applied to Synthesis of a Large Variety of Nitrones
Valizadeh, Hassan
HETEROATOM CHEMISTRY, 2010, 21 (02) : 78 - 83
[32] An Efficient and Straightforward Access to Symmetrical Dialkyl Trithiocarbonates Using a Basic Task-Specific Ionic Liquid and Carbon Disulfide
Sayyahi, Soheil
Moonesi, Saeid
Fallah-Mehrjardi, Mehdi
PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2014, 189 (11) : 1718 - 1722
[33] Absorption performance of CO2 in amino-functionalized task-specific ionic liquids
Zhang H.
Zhang H.
Shen J.
Wang L.
Zhang, Hui (zhanghui13401@163.com), 1600, Materials China (67): : 5057 - 5065
[34] Quaternary ammonium-based task-specific ionic liquid: An efficient and "green' separation for "f block' elements
Kishor, Preetam
Sengupta, Arijit
Gupta, Nishesh Kumar
Biswas, Sujoy
SEPARATION SCIENCE AND TECHNOLOGY, 2018, 53 (02) : 286 - 294
[35] Design of task-specific ionic liquids for capturing CO2:: A molecular orbital study
Yu, GR
Zhang, SJ
Yao, XQ
Zhang, JM
Dong, K
Dai, WB
Mori, R
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2006, 45 (08) : 2875 - 2880
[36] CO2 chemistry: task-specific ionic liquids for CO2 capture/activation and subsequent conversion
Yang, Zhen-Zhen
Zhao, Ya-Nan
He, Liang-Nian
RSC ADVANCES, 2011, 1 (04) : 545 - 567
[37] Green Synthesis of 2-Oxazolidinones by an Efficient and Recyclable CuBr/Ionic Liquid System via CO2, Propargylic Alcohols, and 2-Aminoethanols
Bu, Chao
Gong, Yanyan
Du, Minchen
Chen, Cheng
Chaemchuen, Somboon
Hu, Jia
Zhang, Yongxing
Velazquez, Heriberto Diaz
Yuan, Ye
Verpoort, Francis
CATALYSTS, 2021, 11 (02) : 1 - 15
[38] Task-Specific Ionic Liquid Functionalized-MIL-101(Cr) as a Heterogeneous and Efficient Catalyst for the Cycloaddition of CO2 with Epoxides Under Solvent Free Conditions
Bahadori, Mehrnaz
Tangestaninejad, Shahram
Bertmer, Marko
Moghadam, Majid
Mirkhani, Valiollah
Mohammadpoor-Baltork, Iraj
Kardanpour, Reihaneh
Zadehahmadi, Farnaz
ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2019, 7 (04) : 3962 - 3973
[39] CONVENIENT AND EFFICIENT METHOD FOR THE SYNTHESIS OF PHTHALOCYANINES AND METALLOPHTHALOCYANINES IN TASK-SPECIFIC 2-HYDROXYETHYL IONIC LIQUIDS
Yadav, Kumar Karitkey
Poonam
Chauhan, Shive M. S.
SYNTHETIC COMMUNICATIONS, 2014, 44 (19) : 2797 - 2807
[40] Efficient CO2 Capture by Porous, Nitrogen-Doped Carbonaceous Adsorbents Derived from Task-Specific Ionic Liquids
Zhu, Xiang
Hillesheim, Patrick C.
Mahurin, Shannon M.
Wang, Congmin
Tian, Chengcheng
Brown, Suree
Luo, Huimin
Veith, Gabriel M.
Han, Kee Sung
Hagaman, Edward W.
Liu, Honglai
Dai, Sheng
CHEMSUSCHEM, 2012, 5 (10) : 1912 - 1917

← 1 2 3 4 5 →