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A new general procedure for the alkylation of the C=N double bond of 3, 4-dihydro-β-carboline has been developed with amphiphilic reaction systems such as BF3·OEt2/RLi, RMgX, R2CuLi or trimethylsilyl trifluoromethane-sulfonate/RLi, RMgX to give the corresponding 1-substituted-1, 2, 3, 4-tetrahydro-β-carbolines.
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Kawate et al. (1993) studied this question.
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