Metalated fluoropyridines and fluoroquinolines as reactive intermediates: new ways for their regioselective generation

The mixt. of lithium diisopropylamide and potassium tert-butoxide (LIDA-KOR reagent) is a powerful base which can be advantageously employed for the regioselective deprotonation of fluoropyridines and, in particular, 3-fluoroquinoline. A novel cyclization process was elaborated for the prepn. of the latter product. [on SciFinder (R)]


Published in:
Tetrahedron, 50, 4, 1129-34
Year:
1994
Keywords:
Note:
CAN 120:191504
27-17
Heterocyclic Compounds (One Hetero Atom)
Inst. Chim. Org.,l'Univ. Lausanne,Lausanne,Switz.
Journal
0040-4020
written in English.
100-36-7 (2-(Diethylamino)ethylamine) Role: RCT (Reactant), RACT (Reactant or reagent) (amidation by, of quinolinecarboxylic acid); 372-47-4 (3-Fluoropyridine); 372-48-5 (2-Fluoropyridine) Role: RCT (Reactant), RACT (Reactant or reagent) (deprotonation of, regiochem. of, reagent for); 153880-27-4P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and amidation of, with diethylaminoethylamine); 124467-22-7P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and chlorination of); 124467-21-6P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and dehydrochlorination of); 396-31-6P; 153880-31-0P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and deprotonation of, regiochem. of, reagent for); 153880-29-6P; 153880-30-9P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and reaction of, with lithium anilide); 393-53-3P (3-Fluoro-4-pyridinecarboxylic acid); 393-55-5P (2-Fluoro-3-pyridinecarboxylic acid); 153880-28-5P; 153880-32-1P (3-Fluoro-4-quinolinecarboxylic acid) Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 12408-02-5 Role: RCT (Reactant), RACT (Reactant or reagent) (protonation and Proton transfer reaction, deprotonation, of fluoropyridines and fluoroquinolines, reagents for); 96488-40-3 Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with dichlorofluoromethane); 75-43-4 (Dichlorofluoromethane) Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with siloxyethene)
Laboratories:




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