Uniting Anion Relay Chemistry with Pd-mediated Cross Coupling: Design, synthesis and evaluation of bifunctional aryl and vinyl silane linchpins

[Chemical equation presented] Union of type II Anion Relay Chemistry (ARC) with Pd-induced Cross Coupling Reactions (CCR) has been achieved, In conjunction with the design, synthesis, and evaluation of a new class of bifunctional linchpins, comprising a series of vinyl silanes bearing - or γ-electrophilic sites. The synthetic tactic permits both alkylation and Pd-mediated CCR of the anions derived via 1,4-silyl C(sp²) -O Brook Rearrangements.