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Oxyfunctionalization of ketones bearing α-methylene group with piperidine oxoammonium salt.Synthesis of α-diketones from monoketones
引用本文:LIU,You-Cheng REN,Tan GUO,Qing-Xiang National Laboratory of Applied Organic Chemistry,Lanzhou University,Lanzhou,Gansu 730000,China Department of Modern Chemistry,University of Science and Technology of China,Hefei,Anhui 230026,China. Oxyfunctionalization of ketones bearing α-methylene group with piperidine oxoammonium salt.Synthesis of α-diketones from monoketones[J]. 中国化学, 1996, 14(3): 252-258. DOI: 10.1002/cjoc.19960140311
作者姓名:LIU  You-Cheng REN  Tan GUO  Qing-Xiang National Laboratory of Applied Organic Chemistry  Lanzhou University  Lanzhou  Gansu 730000  China Department of Modern Chemistry  University of Science and Technology of China  Hefei  Anhui 230026  China
作者单位:LIU,You-Cheng REN,Tan GUO,Qing-Xiang National Laboratory of Applied Organic Chemistry,Lanzhou University,Lanzhou,Gansu 730000,China Department of Modern Chemistry,University of Science and Technology of China,Hefei,Anhui 230026,China
基金项目:Project supported by the National Natural Science Foundation of China.
摘    要:A facile method for the title transformation is described. The reaction of 2,2,6,6-tetramethyl-4-methoxypiperidine oxoammonium chloride (1b) and ketones bearing a-methylene group in acetonitrile proceeded smoothly to give the a-oxyfunctionalized coupling products (6a-h). These coupling products decomposed upon heating in acidic medium to produce a-diketones (7a-h) in good to excellent yields.

关 键 词:Piperidine oxoammonium salt   monoketones  α-diketones   synthesis

Oxyfunctionalization of ketones bearing α-methylene group with piperidine oxoammonium salt. Synthesis of α-diketones from monoketones
LIU,You-Cheng REN,Tan GUO,Qing-Xiang National Laboratory of Applied Organic Chemistry,Lanzhou University,Lanzhou,Gansu ,China. Oxyfunctionalization of ketones bearing α-methylene group with piperidine oxoammonium salt. Synthesis of α-diketones from monoketones[J]. Chinese Journal of Chemistry, 1996, 14(3): 252-258. DOI: 10.1002/cjoc.19960140311
Authors:LIU  You-Cheng REN  Tan GUO  Qing-Xiang National Laboratory of Applied Organic Chemistry  Lanzhou University  Lanzhou  Gansu   China
Affiliation:LIU,You-Cheng REN,Tan GUO,Qing-Xiang National Laboratory of Applied Organic Chemistry,Lanzhou University,Lanzhou,Gansu 730000,China Department of Modern Chemistry,University of Science and Technology of China,Hefei,Anhui 230026,China
Abstract:A facile method for the title transformation is described. The reaction of 2,2,6,6-tetramethyl-4-methoxypiperidine oxoammonium chloride (1b) and ketones bearing a-methylene group in acetonitrile proceeded smoothly to give the a-oxyfunctionalized coupling products (6a-h). These coupling products decomposed upon heating in acidic medium to produce a-diketones (7a-h) in good to excellent yields.
Keywords:Piperidine oxoammonium salt  monoketones  α-diketones  synthesis
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