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Synthesis of <i>ortho</i>-Diamino-Functionalized 1-Arylnaphthalenes through Nickel-Catalyzed Cyclization of Ynamide-Benzylnitriles with Organoboronic Acids

Xiaoping Hu, Peizhuo Lv, Ninghui Zhang, Yuanhong Liu

2021Organic Letters10 citationsDOI

Abstract

A nickel-catalyzed highly regioselective addition/cyclization of ynamide-benzylnitriles with organoboronic acids has been developed. The reaction offers an attractive route for the construction of diamino-functionalized 1-arylnaphthalenes, which is difficult to synthesize by other methods. In addition, a wide range of functional groups are tolerated in this reaction.

Topics & Concepts

ChemistryRegioselectivityCatalysisNickelOrganoboron compoundsCombinatorial chemistryOrganic chemistryCatalytic C–H Functionalization MethodsCatalytic Alkyne ReactionsCyclopropane Reaction Mechanisms
Synthesis of <i>ortho</i>-Diamino-Functionalized 1-Arylnaphthalenes through Nickel-Catalyzed Cyclization of Ynamide-Benzylnitriles with Organoboronic Acids | Litcius