The palladium-catalyzed asymmetric carboamination reaction is one of the most significant transformations in organic chemistry. Herein, we report the first palladium-catalyzed asymmetric alleneamination of β,γ-unsaturated hydrazones with propargylic acetates. This protocol enables the efficient installation of various multisubstituted allene groups onto dihydropyrazoles in good yields with excellent enantioselectivities. The chiral sulfinamide phosphine ligand Xu-5 exhibits highly efficient stereoselective control in this protocol. The salient features of this reaction include the readily available starting materials, a broad substrate scope, an easy scale-up, mild reaction conditions and versatile transformations.
Herein, a novel and highly efficient strategy for the synthesis of dihydropyrazoles via Pd-catalyzed carboamination reaction of β,γ-unsaturated hydrazones with alkenyl and aryl halides is demonstrated. The present methodology provides...
A highly efficient Pd-catalyzed carboetherification reaction
of
β,γ-unsaturated ketoximes with propargylic acetates is
demonstrated. This method provides a practical protocol for accessing
the incorporation of an allene moiety into 3,5-disubstituted and 3,5,5-trisubstituted
isoxazolines. The salient features of this transformation include
a broad substrate scope, good functional group tolerance, an easy
scale-up, versatile transformations, and applications in the late-stage
modification of drugs.
Herein, we presented a novel and highly efficient strategy for the synthesis of dihydropyrazoles via Pd‐catalyzed carboamination reaction of alkenyl hydrazones with aryl triflates. The simultaneous formation of C−C and C−N bonds in one step is particularly appealing. This methodology provides a practical and efficient avenue of the synthesis of diversely aryl substituted dihydropyrazoles in good yields.
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