Palladium-Assisted N-Alkylation of Indoles: Attempted Application to Polycyclization

DOI: 10.1021/jo00324a004

Source and publish data:

Journal of Organic Chemistry p. 2215 - 2221 (1981)

Update date:2022-08-05

Topics:

Authors:

Hegedus, Louis S.

Winton, Peter M.

Varaprath Sudarsanan

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Article abstract of DOI:10.1021/jo00324a004

The palladium(II) complexes of the olefins ethene, propene, and 1-hexene reacted with 1-lithioindole to produce N-alkylated indoles exclusively.Attempts to perform this N-alkylation intramoleculary (to form tricyclic material from 2-allylskatole) failed.Anilines with dienic side chains in the 2-position were subjected to Pd(II)-assisted cyclization conditions in attempts to induce polycyclization.However, only monocyclization was observed.

Full text of DOI:10.1021/jo00324a004

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