Expeditious Synthesis of 2,3-Dihydro-1H-pyrroloindoles, Pyrroloindole Quinones, and Related Heterocycles via Nenitzescu-Type Condensation of Quinone Monoketals with Exocyclic Enamino Esters

DOI: 10.1021/jo00145a058

Source and publish data:

Journal of Organic Chemistry p. 4822 - 4824 (1982)

Update date:2022-08-04

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Authors:

Coates, Robert M.

MacMann, Patrick A.

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Article abstract of DOI:10.1021/jo00145a058

Condensation of exocyclic enamino esters with 3-methoxyquinone 4-monoketals gives rise to bicyclic Michael adducts (see Table I) which undergo acid-catalyzed aromatization to 5-methoxypyrroloindole-9-carboxylates suitable for elaboration to mitosenes.

Full text of DOI:10.1021/jo00145a058

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