Anion Relay Chemistry (ARC), a robust multi-component synthetic tactic, permits rapid construction of complex natural and “natural-like” molecules for biomedical applications. By exploiting various charge relocation strategies (i.e., [1,n]-Brook Rearrangements), the controlled, sequential assembly of architecturally diverse structures can be achieved by virtue of the latent nucleophilicity of the designed bifunctional ARC linchpins. Importantly, the ARC protocol can be carried out in a “single flask!” Recent integration of Anion Relay Chemistry (ARC) with the Takeda and Hiyama reactions has revealed a “new ARC dimension,” namely the viability of efficient palladium-catalyzed cross-coupling reactions (CCRs) of aryl and alkenyl organolithium agents with aryl and vinyl halides, that permits near quantitative recovery of the siloxane-based transfer agent.

Evolution of anion relay chemistry (ARC) leading to Negishi cross-coupling without ZnCl2

249th National Meeting (2015)

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