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Pd-Catalyzed cycloisomerization/nucleophilic addition/reduction: an efficient method for the synthesis of spiro-pseudoindoxyls containing N,N′-ketal

An efficient method for the synthesis of C2-spiropseudoindoxyls which are common structural units prevalent in indole alkaloids was developed. A study of the mechanism indicated that this protocol involved a… Click to show full abstract

An efficient method for the synthesis of C2-spiropseudoindoxyls which are common structural units prevalent in indole alkaloids was developed. A study of the mechanism indicated that this protocol involved a Pd-catalyzed 5-exo-dig nitroalkyne cyclization and an internal N–O bond redox process. The fungicidal activity evaluation of representative compounds highlighted this reaction for the construction of bioactive functionalized spiro-heterocycles.

Keywords: catalyzed cycloisomerization; efficient method; method synthesis; spiro

Journal Title: Organic chemistry frontiers
Year Published: 2017

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