Synthetic Studies on Indole Alkaloids.Part 4. Studies of N-Phenylsulfonyl-2-methylindoles on Intramolecular Cyclizations.-2-Methyl-3-indolylcarbaldehyde (I) is N-sulfonylated with benzenesulfonyl chloride (II) and then converted into the isomeric imines (V) by reaction with the amino acetal (IV). Acid-mediated intramolecular cyclization of (V) yields the piperidine (VI) which is N-alkylated with 2-bromoethanol (VII), producing the N-hydroxyethylpiperidine (VIII). Base-promoted ring closure of (VIII) gives an intermediate spiroindolenine which is transformed into the piperidine (IX), the dihydropyridinone (X), or the piperidone (XII) as outlined in the reaction scheme. -(RUBIRALTA, M.; DIEZ, A.; VILA, C.; TROIN, Y.; MIGUEL, D.; Heterocycles 32 (1991) 7, 1341-1350; Lab. Org. Chem., Fac. Pharm., Univ.,
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