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One-Pot Protocol to Functionalized Benzopyrrolizidine Catalyzed Successively by Rh<sub>2</sub>(OAc)<sub>4</sub> and Cu(OTf)<sub>2</sub>: A Transition Metal–Lewis Acid Catalysis Relay

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NIAID Data Ecosystem2026-03-06 收录
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4-N-Allylarylpropylamino-1-sulfonyl triazoles are converted to structurally unique benzopyrrolizidinyl sulfonamides in a one-pot operation. Intramolecular capture of rhodium carbene with arylamino nitrogen gives rise to the formation of an ammonium ylide immediate. A [2,3]- or [1,2]-rearrangement occurs to give a 2-allylpyrrolidinyl-2-carbimine intermediate which undergoes Cu­(OTf)2 catalyzed aza-Friedel–Crafts cyclization to finish a highly functionalized tricyclic system decorated with a synthetically difficult quaternary carbon center, a sulfonamide group, and an allyl segment.

创建时间:
2016-02-16
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