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o-Naphthoquinone-Catalyzed Aerobic Oxidation of Amines to (Ket)imines: A Modular Catalyst Approach
- Authors
- Goriya, Yogesh; Kim, Hun Young; Oh, Kyungsoo
- Issue Date
- Oct-2016
- Publisher
- AMER CHEMICAL SOC
- Citation
- ORGANIC LETTERS, v.18, no.19, pp 5174 - 5177
- Pages
- 4
- Journal Title
- ORGANIC LETTERS
- Volume
- 18
- Number
- 19
- Start Page
- 5174
- End Page
- 5177
- ISSN
- 1523-7060
1523-7052
- Abstract
- A modular aerobic oxidation of amines to imines has been achieved using an ortho-naphthoquinone (o-NQ) catalyst. The cooperative catalyst system of o-NQ and Cu(OAc)(2) enabled the formation of homocoupled imines from benzylamines, while the presence of TFA helped the formation of cross-coupled imines in excellent yields. The current mild aerobic oxidation protocol could also be applied to the oxidation of secondary amines to imines or ketimines with the help of cocatalyst, Ag2CO3, with excellent yields.
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