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Creators/Authors contains: "Houghtling, Kaitlyn_E"

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  1. ; ; ; (, Chemistry – A European Journal)
    Abstract Typical approaches to heterocycle construction require significant changes in synthetic strategy even for a change as minor as increasing the ring size. The ability to access multiple heterocyclic scaffolds through a common synthetic approach, simply through trivial modification of one reaction component, would enable facile access to diverse libraries of structural analogues of core scaffolds. Here, we show that urea‐derived ligands effectively promote Pd‐mediated chainwalking processes to enable remote heteroannulation for the rapid construction of six‐ and seven‐membered azaheterocycles under essentially identical reaction conditions. This method demonstrates good functional group tolerance and effectively engages sterically hindered substrates. In addition, this reaction is applicable to target‐oriented synthesis, demonstrated through the formal synthesis of antimalarial alkaloid galipinine. 
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