1,1'-(oxydimethanediyl)bis(4-methoxybenzene)

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CAS: 5405-95-8
MF: C16H18O3
MW: 258.31232
Synonyms: 1,1'-(oxydimethanediyl)bis(4-methoxybenzene)

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Li-Min Wang

East China University of Science and Technology
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Nan Sun

Zhejiang University of Technology
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Zhenlu Shen

Zhejiang University of Technology
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Co-reporter: Zhenlu Shen, Meng Chen, Tiantian Fang, Meichao Li, Weimin Mo, Baoxiang Hu, Nan Sun, Xinquan Hu
pp: 2768-2772
Publication Date(Web):20 May 2015
DOI: 10.1016/j.tetlet.2015.04.033
A facile and efficient protocol for direct transformation of p-methoxybenzyl (PMB) ethers to aldehydes or ketones via a catalytic aerobic oxidation process has been developed. The reaction was performed with the combination of catalytic amounts of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), 2,2,6,6-tetramethylpiperidine N-oxy (TEMPO), and tert-butyl nitrite (TBN), with molecular oxygen as terminal oxidant. A variety of PMB ether substrates derived from benzylic alcohols, heteroaromatic alcohols, and aliphatic alcohols, were converted to their corresponding carbonyl compounds in good conversions and selectivities.A facile and efficient protocol for direct transformation of p-methoxybenzyl (PMB) ethers to aldehydes or ketones via a catalytic aerobic oxidation process has been developed. The reaction was performed with the combination of catalytic amounts of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), 2,2,6,6-tetramethylpiperidine N-oxy (TEMPO), and tert-butyl nitrite (TBN), with molecular oxygen as terminal oxidant. A variety of PMB ether substrates derived from benzylic alcohols, heteroaromatic alcohols, and aliphatic alcohols, were converted to their corresponding carbonyl compounds in good conversions and selectivities.Image for unlabelled figure

Weimin Mo

Zhejiang University of Technology
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Xinquan Hu

Zhejiang University of Technology
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Co-reporter: Zhenlu Shen, Meng Chen, Tiantian Fang, Meichao Li, Weimin Mo, Baoxiang Hu, Nan Sun, Xinquan Hu
pp: 2768-2772
Publication Date(Web):20 May 2015
DOI: 10.1016/j.tetlet.2015.04.033
A facile and efficient protocol for direct transformation of p-methoxybenzyl (PMB) ethers to aldehydes or ketones via a catalytic aerobic oxidation process has been developed. The reaction was performed with the combination of catalytic amounts of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), 2,2,6,6-tetramethylpiperidine N-oxy (TEMPO), and tert-butyl nitrite (TBN), with molecular oxygen as terminal oxidant. A variety of PMB ether substrates derived from benzylic alcohols, heteroaromatic alcohols, and aliphatic alcohols, were converted to their corresponding carbonyl compounds in good conversions and selectivities.A facile and efficient protocol for direct transformation of p-methoxybenzyl (PMB) ethers to aldehydes or ketones via a catalytic aerobic oxidation process has been developed. The reaction was performed with the combination of catalytic amounts of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ), 2,2,6,6-tetramethylpiperidine N-oxy (TEMPO), and tert-butyl nitrite (TBN), with molecular oxygen as terminal oxidant. A variety of PMB ether substrates derived from benzylic alcohols, heteroaromatic alcohols, and aliphatic alcohols, were converted to their corresponding carbonyl compounds in good conversions and selectivities.Image for unlabelled figure

Richard W. Gross

Washington University
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Alison N. Hulme

The University of Edinburgh
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Stuart H. Taylor

Cardiff University
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MeiChao Li

Zhejiang University of Technology
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Qing Xu

Wenzhou University
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