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Reagent-Controlled Cyclization-Deprotection Reaction to Yield either Fluorenes or Benzochromenes

Killander, Dan LU and Sterner, Olov LU (2014) In European Journal of Organic Chemistry p.6507-6512
Abstract
Compounds with benzochromene and fluorene structures are common in nature and society, and they can have potentially useful biological activities. In this paper, conditions for the selective preparation of either a benzochromene or a fluorene from the same starting material are described. The procedure uses a reagent-controlled cyclization-demethylation to give the benzochromene, or an intramolecular Friedel-Crafts-type alkylation to give the fluorene.
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author
organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
Cyclization, Chemoselectivity, Aromatic substitution, Nucleophilic, substitution, Oxygen heterocycles, Fused-ring systems
in
European Journal of Organic Chemistry
issue
29
pages
6507 - 6512
publisher
John Wiley & Sons
external identifiers
  • wos:000343873300021
  • scopus:84945962034
ISSN
1434-193X
DOI
10.1002/ejoc.201402722
language
English
LU publication?
yes
id
9df2e8d3-05c7-433f-9c75-3f731d861f94 (old id 4879048)
date added to LUP
2014-12-22 13:15:48
date last changed
2017-01-01 03:17:06
@article{9df2e8d3-05c7-433f-9c75-3f731d861f94,
  abstract     = {Compounds with benzochromene and fluorene structures are common in nature and society, and they can have potentially useful biological activities. In this paper, conditions for the selective preparation of either a benzochromene or a fluorene from the same starting material are described. The procedure uses a reagent-controlled cyclization-demethylation to give the benzochromene, or an intramolecular Friedel-Crafts-type alkylation to give the fluorene.},
  author       = {Killander, Dan and Sterner, Olov},
  issn         = {1434-193X},
  keyword      = {Cyclization,Chemoselectivity,Aromatic substitution,Nucleophilic,substitution,Oxygen heterocycles,Fused-ring systems},
  language     = {eng},
  number       = {29},
  pages        = {6507--6512},
  publisher    = {John Wiley & Sons},
  series       = {European Journal of Organic Chemistry},
  title        = {Reagent-Controlled Cyclization-Deprotection Reaction to Yield either Fluorenes or Benzochromenes},
  url          = {http://dx.doi.org/10.1002/ejoc.201402722},
  year         = {2014},
}