4-Alkylaminoindoles rearrange in good yield to the corresponding 1 -alkyl-4-aminoindoles in the presence of 10 mol% hydrated toluene-p-sulphonic acid in boiling toluene. ... During studies directed towards the total synthesis of teleocidinlA (1) (lygnbyatoxin2) and related potent tumour promotors,:3 we observed a novel and unexpected rearrange- ment of 4-alkylaminoindoles, the details of which we report here. The starting 4-alkylaminoindoles (2) used in this work ...
