4-Bromo-6-fluoro-2-(trifluoromethyl)quinoline and 4-bromo-7-fluoro-2-(trifluoromethyl)quinoline were selected as model substrates to explore under what conditions regiochem. exhaustive functionalization reactions can be carried out. This goal was achieved by using trimethylsilyl entities and iodine atoms as the sole auxiliary substituents. The organolithium intermediates could be generated and the protective groups removed without impairing the bromine atom present at the 4-position. [on SciFinder (R)]
Title
Regioflexibility in the functionalization of multiply halogenated quinolines
Published in
European Journal of Organic Chemistry
Issue
5
Pages
1008-1013
Date
2004
Note
CAN 140:375056 27-17 Heterocyclic Compounds (One Hetero Atom) Institut de Chimie moleculaire et biologique,Ecole Polytechnique Federale,Lausanne,Switz. Journal 1434-193X written in English. 31009-33-3; 587885-92-5 Role: RCT (Reactant), RACT (Reactant or reagent) (prepn. of halogenated quinoline regioisomers using trimethylsilyl protective groups); 685090-71-5P; 685090-72-6P; 685090-74-8P; 685090-75-9P; 685090-76-0P; 685090-78-2P; 685090-79-3P; 685090-81-7P; 685090-82-8P; 685090-84-0P; 685090-85-1P; 685090-87-3P; 685090-88-4P; 685090-89-5P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. of halogenated quinoline regioisomers using trimethylsilyl protective groups); 587886-13-3P; 587886-25-7P; 685090-73-7P; 685090-77-1P; 685090-80-6P; 685090-83-9P; 685090-86-2P; 685090-90-8P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of halogenated quinoline regioisomers using trimethylsilyl protective groups)
Record creation date
2006-03-03