Olefin-Insertion Reaction between the Carbonyls of Benzils; Formation of 1,4-Diketones by Michael Additon Catalyzed by Cyanide Ion

• Miyashita Akira

  School of Pharmaceutical Sciences, University of Shizuoka

• Numata Atsushi

  School of Pharmaceutical Sciences, University of Shizuoka

• Suzuki Yumiko

  School of Pharmaceutical Sciences, University of Shizuoka

• Iwamoto Ken-ichi

  School of Pharmaceutical Sciences, University of Shizuoka

• Higashino Takeo

  School of Pharmaceutical Sciences, University of Shizuoka

Abstract

Benzils (1) react with Michael addition acceptors (2) in the presence of cyanide ion as a catalyst to give 1,4-diketones (3), which are products of ethylene group insertion between the carbonyls of the benzils. The 1,4-diketones (3) are produced through the formation of the O-aroylmandelonitrile anion, followed by Michael addition and rearrangement of the aroyl group with decyanation.

Journal

• Chemistry Letters

  Chemistry Letters 26 (8), 697-698, 1997

  The Chemical Society of Japan

Keywords

• General Chemistry

Details

• CRID: 1390282679552057216
• NII Article ID: 10002613400
• NII Book ID: AA00603318
• DOI: 10.1246/cl.1997.697
• COI: 1:CAS:528:DyaK2sXlt1akur4%3D
• ISSN: 13480715
• ISSN: 03667022
• Web Site: https://academic.oup.com/chemlett/article-pdf/26/8/697/56075103/cl.1997.697.pdf
• Text Lang: en
• Data Source:
  • JaLC
  • Crossref
  • CiNii Articles
• Abstract License Flag: Disallowed