Journal of Organic Chemistry p. 4141 - 4146 (1989)
Update date:2022-09-26
Topics:
Hegedus, Louis S.
Sestrick, Michael R.
Michaelson, Eric T.
Harrington, Peter J.
4-Bromo-1-tosylindole (1) was converted to tricyclic indole enone 11, a potential intermediate in the synthesis of tetracyclic ergot alkaloids, by a series of palladium-catalyzed processes.Attempts to construct the ergot D ring by the hetero-Diels-Alder reaction of enone 11 and 1-azabutadiene 12 produced not the expected <4+2> adduct 13 but the benz
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