Organometallic control over the regiospecificity of functionalization reactions: 1,2,3-trifluorobenzene and bromo derivatives thereof as substrates

In a case study, 1,2,3-trifluorobenzene was functionalized at each of the two vacant positions [producing the benzoic acids HO2CC6H2F3-2,3,4 F(I) and HO2CC6H2F3-3,4,5 (I)] and, in addn., bromine was introduced into all available positions of I and II. The required regioflexibility was achieved by applying novel organometallic recipes such as deprotonation-triggered halogen migrations and site-discriminating competitive halogen-metal permutations. [on SciFinder (R)]


Published in:
European Journal of Organic Chemistry, 3, 447-451
Year:
2003
Keywords:
Note:
CAN 138:401438 25-3 Benzene, Its Derivatives, and Condensed Benzenoid Compounds Institut de Chimie moleculaire et biologique, BCh,Ecole Polytechnique Federale,Lausanne,Switz. Journal 1434-193X written in English. 98-80-6 (Phenylboronic acid); 1489-53-8 (1,2,3-Trifluorobenzene) Role: RCT (Reactant), RACT (Reactant or reagent) (organometallic control over the regiospecificity of functionalization reactions of 1,2,3-trifluorobenzene and bromo derivs.); 17299-94-4P; 17299-95-5P; 34628-01-8P; 138526-69-9P; 176317-02-5P; 212631-85-1P; 530145-55-2P; 530145-56-3P; 530145-57-4P; 530145-58-5P; 530145-59-6P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (organometallic control over the regiospecificity of functionalization reactions of 1,2,3-trifluorobenzene and bromo derivs.); 61079-72-9P; 121602-93-5P; 530145-53-0P; 530145-54-1P; 530145-60-9P Role: SPN (Synthetic preparation), PREP (Preparation) (organometallic control over the regiospecificity of functionalization reactions of 1,2,3-trifluorobenzene and bromo derivs.)
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 Record created 2006-03-03, last modified 2018-01-27


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