A facile synthesis of trifluoromethyl- and 3,3,3-trifluoropropenyl-substituted aromatic compounds by the oxidative desulfurization-fluorination of the corresponding carbodithioates

Citation
S. Furuta et al., A facile synthesis of trifluoromethyl- and 3,3,3-trifluoropropenyl-substituted aromatic compounds by the oxidative desulfurization-fluorination of the corresponding carbodithioates, B CHEM S J, 72(4), 1999, pp. 805-819
Citations number
62
Language
INGLESE
art.tipo
Article
Categorie Soggetti
Chemistry
Journal title
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN
ISSN journal
0009-2673 → ACNP
Volume
72
Issue
4
Year of publication
1999
Pages
805 - 819
Database
ISI
SICI code
0009-2673(199904)72:4<805:AFSOTA>2.0.ZU;2-5
Abstract
Trifluoromethyl-substituted aromatic compounds were easily synthesized by t he oxidative desulfurization-fluorination reaction of readily accessible me thyl arenecarbodithioates using [n-Bu4N]H2F3 and 1,3-dibromo-5,5-dimethylhy dantoin (DBH) under extremely mild conditions. Use of N-bromosuccinimide or N-iodosuccinimide instead of DBH afforded di fluoro(methylthio)methyl-subs tituted aromatics. In a similar way, 3,3,3-trifluoropropenyl-substituted ar omatic compounds were readily prepared from the corresponding alpha,beta-un saturated carbodithioates.