Continuous-Flow Palladium-Catalyzed Synthesis of Cyclohexanones from Phenols using Sodium Formate as a Safe Hydrogen Source

被引：34

作者：

Valentini, Federica ^{[1
]}

Santillo, Niccolo ^{[2
]}

Petrucci, Chiara ^{[1
]}

Lanari, Daniela ^{[1
]}

Petricci, Elena ^{[2
]}

Taddei, Maurizio ^{[2
]}

Vaccaro, Luigi ^{[1
]}

机构：

[1] Univ Perugia, Lab Green SOC, Dipartimento Chim Biol & Biotecnol, Via Elce Sotto 8, I-06123 Perugia, Italy

[2] Univ Siena, Dipartimento Biotecnol Chim & Farm, Via A Moro 2, I-53700 Siena, Italy

来源：

CHEMCATCHEM | 2018年 / 10卷 / 06期

关键词：

flow chemistry; hydrogenation; ketones; phenols; sustainable chemistry; HIGHLY SELECTIVE HYDROGENATION; C-O BOND; SUPPORTED PD; RHODIUM NANOPARTICLES; AQUEOUS-PHASE; BIO-OIL; LIGNIN; HYDRODEOXYGENATION; BIOMASS; DERIVATIVES;

D O I：

10.1002/cctc.201701922

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

We report a procedure for the continuous-flow production of cyclohexanone from phenol on the basis of the use of sodium formate as a biomass-derived source of hydrogen and Pd/C as an easily accessible catalyst system. The reaction worked in water at pH 12.0 at 90 degrees C. By setting a packed reactor charged with the Pd/C catalyst (10 wt%) at a flow rate of 0.5 mL min(-1), we achieved continuous-flow production of cyclohexanone in high yield with high selectivity and productivity.

引用

页码：1277 / 1281

页数：5

共 32 条

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[3] Palladium-Catalyzed Synthesis of Alkylated Amines from Aryl Ethers or Phenols
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[4] POLITAG-Pd(0) catalyzed continuous flow hydrogenation of lignin-derived phenolic compounds using sodium formate as a safe H-source
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[5] Direct Synthesis of Diphenylamines from Phenols and Ammonium Formate Catalyzed by Palladium
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[7] Palladium-Catalyzed Synthesis of Symmetrical and Unsymmetrical Ureas Using Chromium Hexacarbonyl as a Convenient and Safe Alternative Carbonyl Source
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[8] Palladium-Catalyzed Carbonylative Synthesis of Isoindolinones from Benzylamines with TFBen as the CO Source
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[9] Palladium-catalyzed hydrogenation with use of ionic liquid bis(2-hydroxyethyl)ammonium formate [BHEA][HCO2] as a solvent and hydrogen source
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[10] Microwave heating and conventionally-heated continuous-flow processing as tools for performing cleaner palladium-catalyzed decarboxylative couplings using oxygen as the oxidant - a proof of principle study
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