The oxidation of 1-(2,6-dichlorobenzoyl) indole with olefins, such as alkyl acrylates and acrylonitrile, and palladium acetate resulted in selective 3-alkenylation of the indole nucleus. Treatment of 1-acyl-3-methyl-indoles under similar conditions gave the corresponding 2-alkenyl substituted indoles, while the oxidation of 6-oxo-6H-isoindolo[2,1-a]indole gave the corresponding 3-alkenyl substituted indoles.
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Itahara et al. (1983) studied this question.
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