Catalytic Aryl-Aryl Coupling via Cleavage of C-H or C-C Bond

• Satoh Tetsuya

  Department of Applied Chemistry, Faculty of Engineering, Osaka University

• Miura Masahiro

  Department of Applied Chemistry, Faculty of Engineering, Osaka University

Abstract

We have developed a number of direct, regioselective arylation reactions of appropriately functionalized aromatic compounds via C-H bond cleavage. Thus, treatment of the substrates including phenols, aromatic ketones and amides, and benzylic alcohols with aryl halides under palladium catalysis gives the corresponding ortho-arylated products. In combination with α-arylation, which is also catalyzed by palladium multiple arylation of the substrates can proceed by a single treatment with excess aryl halides to produce oligoaryl compounds. On the other hand, we have also found that tert-benzyl alcohols undergo arylation via not only C-H but also C-C bond cleavage accompanied by liberation of ketones to afford biaryls. In this account are summarized these new coupling reactions.

Journal

• Journal of Synthetic Organic Chemistry, Japan

  Journal of Synthetic Organic Chemistry, Japan 64 (11), 1199-1207, 2006

  The Society of Synthetic Organic Chemistry, Japan

Keywords

• Organic Chemistry

Details

• CRID: 1390001205311251584
• NII Article ID: 10020609276
• NII Book ID: AN0024521X
• DOI: 10.5059/yukigoseikyokaishi.64.1199
• COI: 1:CAS:528:DC%2BD28Xht1Wks7fI
• ISSN: 18836526
• ISSN: 00379980
• NDL BIB ID: 8573837
• Web Site: http://id.ndl.go.jp/bib/8573837
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I8573837
• Text Lang: en
• Data Source:
  • JaLC
  • NDL
  • Crossref
  • CiNii Articles
  • KAKEN
• Abstract License Flag: Disallowed