- Gold-catalyzed formation of pyrrolo- and indolo-oxazin-1-one derivatives: The key structure of some marine natural products
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Various 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.
- Taskaya, Sultan,Menges, Nurettin,Balci, Metin
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supporting information
p. 897 - 905
(2015/08/18)
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- Process for the preparation of 2,4-dimethyl-3,5-bisalkoxycarbonylpyrrole
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A process for the preparation of 2,4-dimethyl-3,5-bisalkoxycarbonylpyrrole is described, in which an acetoacetic alkyl ester is nitrosated to give the 2-nitrosoacetoacetic alkyl ester, the nitroso compound is reduced using hydrogen in the presence of a noble metal catalyst to give the amine, and the resulting amino compound is condensed without isolation in the presence of the corresponding non-nitrosated acetoacetic alkyl ester to give the 2,4-dimethyl-3,5-bisalkoxycarbonylpyrrole. The process makes it possible to work under conditions which are milder than in the prior art and to avoid the formation of by-products.
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