Continuous Flow Oxidation of Alcohols and Aldehydes Utilizing Bleach and Catalytic Tetrabutylammonium Bromide

Continuous Flow Oxidation of Alcohols and Aldehydes Utilizing Bleach and Catalytic Tetrabutylammonium Bromide
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DOI:
10.1021/op200118h
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发表时间:
2012-05-01
影响因子:
3.4
通讯作者:
Jamison, Timothy F.
Jamison, Timothy F.
中科院分区:
化学3区
文献类型:
--
作者:
Leduc, Andrew B.;Jamison, Timothy F.

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我们报道了一种利用乙醇在乙酸乙酯中的简单流动体系氧化一系列醇和醛的方法,该流动体系的流动为12.5%NaOCl和催化的Bu4NBr。仲醇在甲醇存在下被氧化成酮,醛被直接氧化成甲酯,而苄基醇被氧化成苯甲醛或甲酯,这取决于所用的条件。反应条件温和,一般在5-30分钟内即可完全转化。
We report a method for the oxidation of a range of alcohols and aldehydes utilizing a simple flow system of alcohols in EtOAc with a stream of 12.5% NaOCl and catalytic Bu4NBr. Secondary alcohols are oxidized to ketones, aldehydes are oxidized directly to methyl esters in the presence of methanol, and benzylic alcohols are oxidized to either benzaldehydes or methyl esters, depending on the conditions used. The reaction conditions are mild and generally provide complete conversion in 5-30 min.