A practical method for the N -detosylation of indoles and related heterocycles with KOH in THF and water in the presence of a phase transfer catalyst is described. Using a nonalcoholic solvent, this method prevents the formation of toxic alkyl p -toluenesulfonate and consequently eliminates the formation of even traces of N -alkyl byproduct. This green method is particularly useful for indoles bearing electron-withdrawing groups and for azaindoles.
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Liu et al. (2008) studied this question.
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