Photobromination of indane: preparation of bromoindenones and ready access to benzo[c]fluorenone skeleton

Tutar A., Cakmak O., Balci M.

TETRAHEDRON, vol.57, no.48, pp.9759-9763, 2001 (Peer-Reviewed Journal) identifier identifier

  • Publication Type: Article / Article
  • Volume: 57 Issue: 48
  • Publication Date: 2001
  • Doi Number: 10.1016/s0040-4020(01)00978-4
  • Journal Name: TETRAHEDRON
  • Journal Indexes: Science Citation Index Expanded, Scopus
  • Page Numbers: pp.9759-9763


1,1,3,3-Tetrabromoindane and 1,1,2,3,3-pentabromoindane were efficiently synthesized by photolytic bromination of indane. Subsequent dehydrobromination of them gave the corresponding tribromo- and tetrabromoindenes, which were easily converted to the corresponding bromoindenones by silver-supported hydrolysis. Thermolysis of 3-bromoindenone gave the benzo[c]fluorenone derivative. (C) 2001 Elsevier Science Ltd. All rights reserved.