The Diels-Alder reaction of-fluoro-nitrostyrenes with some linear dienes was investigated. A number of monofluorinated [4+2]-cycloadducts was prepared in up to 90 % yield. The kinetics of [4+2]-cycloaddition to 2,3-dimethyl-1,3butadiene was studied in detail to reveal substituent effect and

The Diels–Alder reaction of β-fluoro-β-nitrostyrenes with cyclic 1,3-dienes was investigated. A series of novel monofluorinated norbornenes was prepared in up to 97% yield. The reaction with 1,3-cyclohexadiene permits the preparation of monofluorinated bicyclo[2.2.2]oct-2-enes. The kinetic data of the reactions with 1,3-cyclopentadiene and 1,3-cyclohexadiene were used to calculate activation parameters. Furthermore, the synthetic utility of the cycloadducts obtained was demonstrated.

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