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Palladium-Catalyzed Ullmann Cross-Coupling/Tandem Reductive Cyclization Route to Key Members of the Uleine Alkaloid Family

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https://figshare.com/articles/dataset/Palladium_Catalyzed_Ullmann_Cross_Coupling_Tandem_Reductive_Cyclization_Route_to_Key_Members_of_the_Uleine_Alkaloid_Family/3117862
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The trisubstituted cyclohexenone 12, generated through a palladium-catalyzed Ullmann cross-coupling reaction between o-iodonitrobenzene and a 4,5-trans-disubstituted 2-iodo-2-cyclohexen-1-one, engaged in a tandem reductive cyclization process upon exposure to hydrogen gas in the presence of Raney cobalt. As a result, the 1,5-methanoazocino­[4,3-b]­indole 13 was obtained and this could be readily elaborated to the racemic modifications of the alkaloids uleine, dasycarpidone, noruleine, and nordasycarpidone (1–4, respectively).
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2016-03-28
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