Infoscience

Journal article

[4 + 2]-Cycloaddition reactions employing 2-fluoro-2-alkenal N,N-dimethylhydrazones: synthesis of 3-fluoropyridines and dihydro or tetrahydro derivatives thereof

N,N-dimethylhydrazones,e.g., CH2:CFCH:NNMe2, prepd. from 2-fluoro-2-alkenals undergo smooth [4 + 2] cycloaddn. reactions with Me acrylate, di-Me acetylenedicarboxylates and quinones. The resulting 3-fluoropyridines, e.g., I, or dihydro and tetrahydro derivs. thereof, can be isolated in fair to good yield. [on SciFinder (R)]

    Keywords: Cycloaddition reaction (of fluoroalkenal hydrazones with unsatd. compds.) ; fluoropyridine; pyridine fluoro; quinolinedione fluoro; benzoquinolinedione fluoro; cycloaddn fluoroalkenal hydrazone unsatd compd

    Note:

    CAN 121:35298 27-18 Heterocyclic Compounds (One Hetero Atom) Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz. Journal 0022-1139 written in English. 96-33-3 (Methyl acrylate); 106-51-4 (p-Benzoquinone); 130-15-4 (1,4-Naphthoquinone); 762-42-5 (Dimethyl acetylenedicarboxylate) Role: RCT (Reactant), RACT (Reactant or reagent) (cycloaddn. reaction of, with fluoroalkenal hydrazones); 155702-19-5P; 155702-20-8P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and cycloaddn. reaction of, with unsatd. compds.); 155702-11-7P; 155702-12-8P; 155702-13-9P; 155702-14-0P; 155702-15-1P; 155702-16-2P; 155702-17-3P; 155702-18-4P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 57-14-7 (N,N-Dimethylhydrazine); 13989-27-0; 63995-93-7 Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, in prepn. of hydrazones)

    Reference

    Record created on 2006-03-03, modified on 2016-08-08

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