Efficient Palladium-Catalyzed CO Hydrogenolysis of Benzylic Alcohols and Aromatic Ketones with Polymethylhydrosiloxane

被引:48
|
作者
Wang, Hu [1 ]
Li, Li [1 ]
Bai, Xing-Feng [1 ]
Shang, Jun-Yan [1 ]
Yang, Ke-Fang [1 ]
Xu, Li-Wen [1 ,2 ]
机构
[1] Hangzhou Normal Univ, Minist Educ, Key Lab Organosilicon Chem & Mat Technol, Hangzhou, Zhejiang, Peoples R China
[2] Chinese Acad Sci, State Key Lab Oxo Synth & Select Oxidat, Lanzhou Inst Chem Phys, Lanzhou 730000, Peoples R China
基金
中国国家自然科学基金;
关键词
deoxygenation; hydrogenolysis; palladium; reduction; polymethylhydrosiloxane (PMHS); silanes; CONJUGATE REDUCTION; SELECTIVE HYDROSILYLATION; ASYMMETRIC REDUCTION; AMINES; HYDROGENATION; FACILE; IMINES; SYSTEM; AMIDES; DEOXYGENATION;
D O I
10.1002/adsc.201200832
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A simple method has been developed for the reductive deoxygenation of aromatic ketones and benzylic alcohols in the presence of polymethylhydrosiloxane (PMHS). The reductive deoxygenation of aromatic ketones and benzylic alcohols, including secondary alcohols, to the corresponding methylene hydrocarbons has been achieved in good to excellent yields using palladium chloride (PdCl2) as catalyst and PMHS as hydride source. Such deoxygenations were successfully with aryl alkyl ketones and diaryl ketones, as exemplified by the reductive deoxygenation of acetophenone and benzopheneone, respectively. The corresponding benzylic alcohols and secondary alcohol analogues could also be converted into their respective methylene hydrocarbons by the PdCl2/PMHS system.
引用
收藏
页码:341 / 347
页数:7
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