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

Citation
A. Tutar et al., Photobromination of indane: preparation of bromoindenones and ready accessto benzo[c]fluorenone skeleton, TETRAHEDRON, 57(48), 2001, pp. 9759-9763
Citations number
24
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
57
Issue
48
Year of publication
2001
Pages
9759 - 9763
Database
ISI
SICI code
0040-4020(20011126)57:48<9759:POIPOB>2.0.ZU;2-R
Abstract
1,1,3,3-Tetrabromoindane and 1,1,2,3,3-pentabromoindane were efficiently sy nthesized by photolytic bromination of indane. Subsequent dehydrobrominatio n of them gave the corresponding tribromo- and tetrabromoindenes, which wer e easily converted to the corresponding bromoindenones by silver-supported hydrolysis. Thermolysis of 3-bromoindenone gave the benzo[c]fluorenone deri vative. (C) 2001 Elsevier Science Ltd. All rights reserved.