Modelling kinetics and deactivation for the selective hydrogenation of an aromatic ketone over Pd/SiO2

2007 ◽  
Vol 62 (18-20) ◽  
pp. 5322-5329 ◽  
Author(s):  
Nakul Thakar ◽  
Rob J. Berger ◽  
Freek Kapteijn ◽  
Jacob A. Moulijn
ChemCatChem ◽  
2020 ◽  
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pp. 1948-1952 ◽  
Author(s):  
Qiang Chen ◽  
Haozhe Kang ◽  
Xuan Liu ◽  
Kun Jiang ◽  
Yunfei Bi ◽  
...  

2010 ◽  
Vol 31 (2) ◽  
pp. 150-152
Author(s):  
Zhongyi LIU ◽  
Haijie SUN ◽  
Dongbin WANG ◽  
Wei GUO ◽  
Xiaoli ZHOU ◽  
...  

2011 ◽  
Vol 32 (3) ◽  
pp. 513-519
Author(s):  
Ping CHEN ◽  
Guanqun XIE ◽  
Haiying ZHENG ◽  
Lin ZHU ◽  
Mengfei LUO

2013 ◽  
Vol 33 (2) ◽  
pp. 348-353
Author(s):  
Lin ZHU ◽  
Jiqing LU ◽  
Guanqun XIE ◽  
Ping CHEN ◽  
Mengfei LUO

2020 ◽  
Vol 17 (3) ◽  
pp. 211-215
Author(s):  
Da Chen ◽  
Xuan Wang ◽  
Runnan Wang ◽  
Yao Zhan ◽  
Xiaohan Peng ◽  
...  

The Friedlander reaction is the most commonly used method to synthesis substituted quinolines, the essential intermediates in the medicine industry. A facile one-pot approach for synthesizing substituted quinolines by the reaction of isoxazoles, ammonium formate-Pd/C, concentrated sulfuric acid, methanol and ketones using Friedlander reaction conditions is reported. Procedures for the synthesis of quinoline derivatives were optimized, and the yield was up to 90.4%. The yield of aromatic ketones bearing electron-withdrawing groups was better than the ones with electron-donating substituents. The structures of eight substituted quinolines were characterized by MS, IR, H-NMR and 13CNMR, which were in agreement with the expected structures. The mechanism for the conversion was proposed, which involved the Pd/C catalytic hydrogen transfer reduction of unsaturated five-membered ring of isoxazole to produce ortho-amino aromatic ketones. Then the nucleophilic addition of with carbonyl of the ketones generated Schiff base in situ, which underwent an intermolecular aldol reaction followed by the elimination of H2O to give production of substituted quinolines. This new strategy can be readily applied for the construction of quinolines utilizing a diverse range of ketones and avoids the post-reaction separation of the o-amino aromatic ketone compounds. The conventionally used o-amino aromatic ketone compounds in Friedlander reaction to prepare substituted quinoline are laborious to synthesize and are apt to self-polymerize. While oxazole adopted in this work can be prepared at ease by the condensation of benzoacetonitrile and nitrobenzene derivatives under the catalysis of a strong base. Moreover, the key features of this protocol are readily available starting materials, excellent functional group tolerance, mild reaction conditions, operational simplicity, and feasibility for scaling up.


2011 ◽  
Vol 103 (2) ◽  
pp. 405-417 ◽  
Author(s):  
Kanda Pattamakomsan ◽  
Francisco Jose Cadete Santos Aires ◽  
Kongkiate Suriye ◽  
Joongjai Panpranot

Author(s):  
Ran Tao ◽  
Bing-Qian Shan ◽  
Hao-Di Sun ◽  
Meng Ding ◽  
Qing-Song Xue ◽  
...  

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