Abstract
This review aims at providing synthetic organic chemists with enough background for research in the palladium-catalyzed chemistry of highly reactive aryne species obtained in situ by the attack of a fluoride ion on (o-trimethylsilyl)aryl triflates under mild reaction conditions. The chemistry generally involves oxidative addition of Pd(0) to the aryne or the organic halide or triflate and subsequent insertion of the aryne, alkyne, alkene or carbon monoxide, followed by various organic transformations to give substituted arenes, bicyclic products, heterocycles and polycyclic aromatic hydrocarbons. Palladium-catalyzed aryne annulations involving arynes, alkynes, aryl or vinylic halides and triflates, multicomponent couplings, and σ-bond insertions are the main focus, but other reactions, which do not fall under these categories, will be discussed along with an overview of the mechanistic pathways involved.
Keywords: Annulation, Arene, Aryne, Benzyne, Catalysis, Cyclization, Palladium, Trimerization, PALLADIUM CHEMISTRY, ARYNES, ANNULATION REACTIONS, Cyclotrimerization Reactions, co-cyclotrimerization, Heck Cyclization, bis--allylpalladium Complexes, Haloarenes
Call for Papers in Thematic Issues
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
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