A novel copper-catalyzed intermolecular trifluoromethylazidation of alkenes has been developed under mild reaction conditions. A variety of CF3 -containing organoazides were directly synthesized from a wide range of olefins, including activated and unactivated alkenes, and the resulting products can be easily transformed into the corresponding CF3 -containing amine derivatives.
1,2-Dicarbofunctionalization
of alkenes has emerged as an efficient
synthetic strategy for preparing substituted molecules by coupling
readily available alkenes with electrophiles and/or nucleophiles.
Nickel complexes serve as effective catalysts owing to their tendency
to undergo facile oxidative addition and slow β-hydride elimination,
and their capability to access both two-electron and radical pathways.
Two-component alkene functionalization reactions have achieved high
chemo-, regio-, and stereoselectivities by tethering one of the coupling
partners to the alkene substrate. Three-component reactions, however,
often incorporate directing groups to control the selectivity. Only
a few examples of directing-group-free difunctionalizations of unactivated
alkenes have been reported. Therefore, great opportunities exist for
the development of three-component difunctionalization reactions with
broad substrate scopes and tunable chemo-, regio-, and stereoselectivities.
A novel asymmetric 6-endo aminoacetoxylation of unactivated alkenes by palladium catalysis, which yields chiral β-acetoxylated piperidines with excellent chemo-, regio- and enantioselectivities under very mild reaction conditions, has been established herein by employing a new designed pyridine-oxazoline (Pyox) ligand. Importantly, introducing a sterically bulky group into the C-6 position of Pyox is crucial to enhance the reactivity of the aminoacetoxylation of alkenes.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.