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Trapping σ-Alkyl-Palladium(II) Intermediates with Arynes Encompassing Intramolecular C−H Activation: Spirobiaryls through Pd-Catalyzed Cascade Reactions
Ist Teil von
Angewandte Chemie International Edition, 2016-11, Vol.55 (46), p.14389-14393
Ort / Verlag
Germany: Blackwell Publishing Ltd
Erscheinungsjahr
2016
Quelle
Alma/SFX Local Collection
Beschreibungen/Notizen
A palladium‐catalyzed cascade reaction based on the trapping of transient alkyl–PdII intermediates with arynes encompassing a C−H activation step has been developed. This synthetic pathway gives rise to hetero‐spirocyclic scaffolds containing a biaryl motif, and opens up new synthetic strategies in the design of cascade reactions since it gathers several aspects of Pd chemistry, i.e., intra‐ and intermolecular carbopalladation of unsaturated species, C−H activation and C−C coupling processes.
From simple to complex: A palladium‐catalyzed cascade Heck carbopalladation/C−H activation/aryne insertion provides easy access to spirobiaryls. The process takes advantage of several aspects of Pd chemistry, i.e., intra‐ and intermolecular carbopalladation of unsaturated species, C−H activation, and C−C coupling processes.