A facile
approach for the synthesis of enantiopure γ-amino
nitriles by copper-catalyzed aminocyanation of arylcyclopropanes is
disclosed, which undergoes the highly enantioselective ring-opening
reaction of cyclopropanes. The strategy utilizes N-fluorobenzenesulfonimide as nucleophilic nitrogen source as well
as oxidant and trimethylsilyl cyanide as the other nucleophile, and
it probably operates via a key radical cation intermediate. This reaction
provides an efficient platform for asymmetric 1,3-difunctionalization
of cyclopropanes.
Copper-catalyzed 1,3-aminoazidation of arylcyclopropanes with N-fluorobenzenesulfonimide (NFSI) and trimethylsilyl azide (TMSN3) has been developed, providing various 1,3-diamine derivatives in moderate to good yields under mild conditions.
A facile and efficient copper-catalyzed azidative multifunctionalization of alkynes has been developed by using N-fluorobenzenesulfonimide (NFSI) as both nitrogen source and aryl source and trimethylsilyl azide (TMSN) as azido source. This transformation proceeds under mild conditions, providing a series of α-azido-α-aryl imine in good yields by a single operation starting from a wide range of alkynes. The prepared α-azido-α-aryl imines could be easily converted into 1,5-piperizine-fused 1,2,3-triazoles and azido enamines.
An unprecedented copper-catalyzed four-component reaction of arylcyclopropanes, nitriles, carboxylic acids and N-fluorobenzenesulfonimide (NFSI) has been successfully developed, which represents the first example of four-component reaction of non-Donor-Acceptor cyclopropanes. A wide...
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