用二甲基亚砜一锅氧化苊制苊醌

Proceedings KORUS 2000. The 4th Korea-Russia International Symposium On Science and Technology Pub Date : 2000-06-27 DOI:10.1109/KORUS.2000.865947

E.A. Krasnokutskaja, A.S. D'jakova, Ki-Whan Chi

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引用次数: 0

摘要

在DMSO的基础上，有一些能将烯烃和炔氧化成相应的lj -二酮的有效试剂:cg HBr/DMSO、IJDMSO、PdClJDMSO。另一方面;烷烃链选择性氧化生成适当聚羰基官能团R(CH2)nR + R(C0)nR的一般方法尚不清楚，作为这种转化的合成策略的一部分，我们开发了一种一锅氧化苊为苊醌的新方法。该方法涉及以下反应:a)苊溴化为1-溴苊;b)通过加热二甲基亚砜将溴苊氧化为苊醌。苊醌的总收率为79%。我们还表明，这种方法具有普遍的重要性，因为1-溴苯乙烷在DMSO中加热很容易氧化为苯乙二醛，收率也很高。

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Convenient one-pot oxidation of acenaphthene to acenaphthenequinone by DMSO

There are some effective reagents on the base of DMSO for oxidation of alkenes and alkynes to corresponding lJ-diketones: cg HBr/DMSO, IJDMSO, PdClJDMSO. On the othe; hand obscure general methods for a selective oxidation of alkane's chain to proper polycarbonyl functions R(CH2)nR + R(C0)nR As part of a synthetic strategy for this transformation we have developed a new method for onepot oxidation of acenaphthene to acenaphthenequionone. The method involve the following reactions: a) bromination of acenaphthene to 1-bromoacenaphthene; b) oxidation of bromoacenaphthene to acenaphthenequionone by heating into DMSO. Overall yield of acenaphthenequionone is 79%. We have shown also that this approach has a general importance as since 1-bromophenyletane easily oxidized to phenylglyoxal by heating in DMSO with good yield too.

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Proceedings KORUS 2000. The 4th Korea-Russia International Symposium On Science and Technology

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