A new route to spiropyrrolidinyl-oxindole alkaloids via iodide ion induced rearrangement of [(N-aziridinomethylthio)methylene]-2-oxindoles.
作者： U. K. Syam Kumar , Hiriyakkanavar Ila , Hiriyakkanavar Junjappa
DOI: 10.1021/OL016824I
关键词: Oxindole 、 Coerulescine 、 Methylene 、 Chemistry 、 Iodide ion 、 Horsfiline 、 Organic chemistry
摘要: A new approach for the synthesis of spiropyrrolidinyloxindole alkaloids, i.e. coerulescine (4) and horsfiline (5) has been developed via iodide ion induced rearrangement [(N-aziridinomethylthio)methylene]oxindoles 2 to respective spiropyrroline-2-oxindole derivatives 3 their subsequent one-pot reductive dethiomethylation-N-methylation. [reaction: see text]
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