Unified Oxidation Protocol for the Synthesis of Carbonyl Compounds Using a Manganese Catalyst

• Amaoka Yuuki

  Graduate School of Pharmaceutical Sciences, the University of Tokyo

• Kamijo Shin

  Graduate School of Pharmaceutical Sciences, the University of Tokyo

• Inoue Masayuki

  Graduate School of Pharmaceutical Sciences, the University of Tokyo

Bibliographic Information

Other Title

• マンガン触媒を用いた統一的酸化法によるカルボニル化合物の合成

Abstract

We developed a unified oxidation protocol for the synthesis of carbonyl compounds starting from ethers, benzylic compounds, and alcohols by using a Mn-catalyst. A combination of the Mn-catalyst and m-CPBA permitted the chemoselective sp³ C-H oxidation of alkyl ethers and benzylic compounds to generate ketones. Alternatively, the inorganic salt KHSO₅ in combination with the Mn-catalyst was used to oxidize alcohols to ketones or carboxylic acids. The use of KHSO₅ eliminates technical difficulties associated with isolation of the products such as ketones and carboxylic acids. All the oxidations are operationally simple and proceed under mild conditions. The present methods broaden the utility of not only alcohols, but also methyl ethers and benzylic compounds as precursors to carbonyl compounds.

Journal

• Proceedings of the Symposium on Progress in Organic Reactions and Syntheses

  Proceedings of the Symposium on Progress in Organic Reactions and Syntheses 36 (0), 129-129, 2010

  Division of Organic Chemistry, The Pharmaceutical Society of Japan

Keywords

• manganese catalyst
• oxidation
• ether
• benzylic compound
• alcohol

Details

• CRID: 1390001205634964224
• NII Article ID: 130006997444
• DOI: 10.14895/hannou.36.0.129.0
• Text Lang: ja
• Data Source:
  • JaLC
  • CiNii Articles
• Abstract License Flag: Disallowed