Ruthenium-catalyzed oxidation of tertiary amines with hydrogen peroxide in the presence of methanol

Murahashi, Shun‐Ichi; Naota, Takeshi; Miyaguchi, Noriko; Nakato, Takeshi

doi:10.1016/s0040-4039(00)60914-0

Cited by 100 publications

(39 citation statements)

References 15 publications

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“…Later,t his type of cycloaddition reactions was explored by severalr esearch groupsu sing differento xidative catalysis systems including RuCl 3 /H 2 O 2 , [7] Scheme1.Oxidative Povarov reaction using tertiaryamines as substrates.…”

Section: Oxidative Iminium Approachmentioning

confidence: 99%

Construction of N‐Heterocycles through Cyclization of Tertiary Amines

Liu

Zhao

Wang

2018

Chemistry A European J

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N‐Heterocycles have been found in a large number of natural products, drug molecules, and bioactive compounds, and they thereby play a vital role in diverse research disciplines including drug discovery, organic synthesis, chemical biology, and material science. To this end, the development of new methods and strategies for the construction of N‐heterocyclic frameworks is arguably one of the most dynamic and significant research areas in organic synthesis. One of these powerful approaches to the synthesis of N‐heterocycles is to establish cyclization reactions based on the transformation of tertiary amines, which has emerged as an attractive research topic. In this Minireview, the significant achievements in the construction of N‐heterocycles through cyclization of tertiary amines are highlighted and a comprehensive overview of the rational design, development, and application of these synthetic methods is presented.

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Section: Oxidative Iminium Approachmentioning

confidence: 99%

Construction of N‐Heterocycles through Cyclization of Tertiary Amines

Liu

Zhao

Wang

2018

Chemistry A European J

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“…(7.46)). a-Methoxylation of tertiary amines can be carried out upon treatment with hydrogen peroxide in the presence of RuCl 3 catalyst in MeOH [99]. Thus, the oxidation of tertiary amine 36 gave the corresponding a-methoxyamine 37 in 60% yield (Eq.…”

Section: Oxidation Of Aminesmentioning

confidence: 99%

Ruthenium‐Catalyzed Oxidation for Organic Synthesis

Murahashi

Komiya

2010

Modern Oxidation Methods

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“…Selective demethylation of tertiary methylamines can be achieved by the hydrolysis of cc-methoxylated amines as well as a-/-butyldioxyamines. 31 For example, the methoxylation of A/^V-dimethyl-p-toluidine followed by treatment with 2N HC1 aqueous solution gave N-methyl-p-toluidine in 75% yield [Eq. (13.13)].…”

Section: Oxidation With Tert-butyl Hydroperoxidementioning

confidence: 99%