Abstract
Abstract : Evidence was produced recently that electrophilic substitution in the 2-position of indole occurs in certain cases by attack of the electrophilic reagent at position 3 and subsequent rearrangement. With 2,3-disubstituted indoles the rearrangement should not occur and the 'intermediate' indolenine derivative would be expected as the final product. When 2,4-dinitrophenylsulfenyl chloride (DNPSCl) was allowed to react with 2,3-dimethylindole, and unexpected compound, 3-methylindole-2-methylene-2',4'-dinitrophenyl sulfide, was formed as the major product. (Author)
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