Two series of indolyldiketopiperazines were synthesized starting from methyl 1-substituted-1,2,3,4-tetrahydro-β-carboline-3-carboxylate hydrochlorides via N-bromo-succinimide (NBS) as an important reagent. All eight compounds were characterized by nuclear magnetic resonance (NMR) and elemental analysis. Furthermore, the mechanisms of NBS-reacted rearrangements are also discussed.
Keywords: N-bromosuccinimide; conjugative effect; indolyldiketopiperazine; rearrangement.
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