SummaryVarious N-propargylpyrrole and indolecarboxylic acids were efficiently converted into 3,4-dihydropyrrolo- and indolo-oxazin-1-one derivatives by a gold(III)-catalyzed cyclization reaction. Some of the products underwent TFA-catalyzed double bond isomerization and some did not. Cyclization reactions in the presence of alcohol catalyzed by Au(I) resulted in the formation of hemiacetals after cascade reactions.
Gold-Catalyzed Formation of Pyrrolo-and Indolo-oxazin-1-one Derivatives: The Key Structure of Some Marine Natural Products. -3,4-Dihydropyrrolo-and indolo-oxazin-1-one derivatives are efficiently obtained by cyclization reactions of corresponding N-propargylpyrrole and -indolecarboxylic acids, respectively. Some of the compounds undergo TFA-mediated double bond isomerization. -(TASKAYA, S.; MENGES, N.; BALCI*, M.; Beilstein J. Org. Chem. 11 (2015) 897-905, http://dx.doi.org/10.3762/bjoc.11.101 ; Dep. Chem., Middle East Tech. Univ., TR-06800 Ankara, Turk.; Eng.) -H. Toeppel 32-194
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