Abstract
The irradiation of 3-alkenyloxy-5-hydroxybenzoic acid derivatives 1a -d yields highly functionalized alkyloxyenone derivatives when the reaction is carried out in the presence of acid. A higher reactivity is observed for the corresponding 3-alkenyloxy-5-hydroxybenzonitrile compounds 7a , b , which also react in neutral reaction media. In the first step of the reaction, a [2+2] photocycloaddition occurs. The following steps, leading to stable final products, need acid catalysis in the case of the substrates 1a -d . The irradiation of the benzonitrile derivative 7b also furnishes the side product 9 , which results from a [2+3] photocycloaddition.
Key words
photochemistry - cycloaddition - arenes - acidic reaction medium - herbicides
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