Palladium-catalyzed Annulation of 2-Substituted Silylethynyloxybiaryls through δ-C–H Activation

• Minami Yasunori

  Research and Development Initiative, Chuo University ACT-C, JST

• Anami Tomohiro

  Department of Applied Chemistry, Chuo University

• Hiyama Tamejiro

  Research and Development Initiative, Chuo University ACT-C, JST

Abstract

The intramolecular hydroarylation of 2-(silylethynyloxy)biphenyls takes place with the aid of a palladium catalyst to give 6-methylene-6H-dibenzo[b,d]pyrans. The product can be transformed into 6,6-disubstituted dibenzopyrans via protodesilylation, followed by 1,2-addition. 1,4-Bis[2-(triisopropylsilylethynyloxy)phenyl]benzene is shown to undergo a dual intramolecular insertion reaction leading to the formation of pentacyclic condensed aromatics.

Journal

• Chemistry Letters

  Chemistry Letters 43 (11), 1791-1793, 2014

  The Chemical Society of Japan

Keywords

• General Chemistry

Details

• CRID: 1390001204587829376
• NII Article ID: 130004677608
• DOI: 10.1246/cl.140725
• ISSN: 13480715
• ISSN: 03667022
• Web Site: https://academic.oup.com/chemlett/article-pdf/43/11/1791/55643818/cl.140725.pdf
• Text Lang: en
• Data Source:
  • JaLC
  • Crossref
  • CiNii Articles
  • KAKEN
• Abstract License Flag: Disallowed