Skip to main content

Reactions of electron-rich indoles with triflic anhydride

Journal Article


Abstract


  • The reaction of electron-rich 3-aryl-substituted 4,6-dimethoxyindoles in the presence of base with triflic anhydride results in biaryl coupling, producing both 2,2'- and 2,7'-biindoles. Further, if acetone is present, the corresponding vinyl triflate is formed and subsequent reaction yields the known indolylpyrroloindoles and dimeric spiroindoles. This is the first reported synthesis of these compounds under basic conditions.

Authors


  •   Yepuri, Rao (external author)
  •   Haritakul, Rachada (external author)
  •   Keller, Paul A.
  •   Skelton, Brian W. (external author)
  •   White, Allan H. (external author)

Publication Date


  • 2009

Citation


  • Yepuri, N., Haritakul, R., Keller, P. A., Skelton, B. W. & White, A. H. (2009). Reactions of electron-rich indoles with triflic anhydride. Tetrahedron Letters, 50 (21), 2501-2504.

Scopus Eid


  • 2-s2.0-64149110396

Ro Metadata Url


  • http://ro.uow.edu.au/scipapers/4964

Number Of Pages


  • 3

Start Page


  • 2501

End Page


  • 2504

Volume


  • 50

Issue


  • 21

Place Of Publication


  • http://www.elsevier.com/wps/find/journaldescription.cws_home/233/description#description

Abstract


  • The reaction of electron-rich 3-aryl-substituted 4,6-dimethoxyindoles in the presence of base with triflic anhydride results in biaryl coupling, producing both 2,2'- and 2,7'-biindoles. Further, if acetone is present, the corresponding vinyl triflate is formed and subsequent reaction yields the known indolylpyrroloindoles and dimeric spiroindoles. This is the first reported synthesis of these compounds under basic conditions.

Authors


  •   Yepuri, Rao (external author)
  •   Haritakul, Rachada (external author)
  •   Keller, Paul A.
  •   Skelton, Brian W. (external author)
  •   White, Allan H. (external author)

Publication Date


  • 2009

Citation


  • Yepuri, N., Haritakul, R., Keller, P. A., Skelton, B. W. & White, A. H. (2009). Reactions of electron-rich indoles with triflic anhydride. Tetrahedron Letters, 50 (21), 2501-2504.

Scopus Eid


  • 2-s2.0-64149110396

Ro Metadata Url


  • http://ro.uow.edu.au/scipapers/4964

Number Of Pages


  • 3

Start Page


  • 2501

End Page


  • 2504

Volume


  • 50

Issue


  • 21

Place Of Publication


  • http://www.elsevier.com/wps/find/journaldescription.cws_home/233/description#description