Oxidative Annulation of Arenecarboxylic and Acrylic Acids with Alkynes under Ambient Conditions Catalyzed by an Electron-Deficient Rhodium(III) Complex

Eiji Kudo, Yu Shibata, Mutsumi Yamazaki, Koji Masutomi, Yuta Miyauchi, Miho Fukui, Haruki Sugiyama, Hidehiro Uekusa, Tetsuya Satoh, Masahiro Miura, Ken Tanaka

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45 Citations (Scopus)

Abstract

It has been established that an electron-deficient CpErhodium(III) complex catalyzes the oxidative [4+2] annulation of substituted arenecarboxylic and acrylic acids with alkynes under ambient conditions (at RT–40 °C, under air) without using excess amounts of substrates to produce the corresponding substituted isocoumarins and α-pyrones in high yields. Minor modification of reaction conditions depending on the coordination ability of alkynes realized the high efficiency.

Original languageEnglish
Pages (from-to)14190-14194
Number of pages5
JournalChemistry - A European Journal
Volume22
Issue number40
DOIs
Publication statusPublished - 2016
Externally publishedYes

Keywords

  • alkynes
  • annulation
  • isocoumarins
  • rhodium
  • α-pyrones

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

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    Kudo, E., Shibata, Y., Yamazaki, M., Masutomi, K., Miyauchi, Y., Fukui, M., Sugiyama, H., Uekusa, H., Satoh, T., Miura, M., & Tanaka, K. (2016). Oxidative Annulation of Arenecarboxylic and Acrylic Acids with Alkynes under Ambient Conditions Catalyzed by an Electron-Deficient Rhodium(III) Complex. Chemistry - A European Journal, 22(40), 14190-14194. https://doi.org/10.1002/chem.201603499