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. 2021 Apr 7;27(20):6334-6339.
doi: 10.1002/chem.202100014. Epub 2021 Mar 4.

Zirconium Catalyzed Hydroaminoalkylation for the Synthesis of α-Arylated Amines and N-Heterocycles

Ana Koperniku  1   2 , Laurel L Schafer  3
Affiliations

Zirconium Catalyzed Hydroaminoalkylation for the Synthesis of α-Arylated Amines and N-Heterocycles

Ana Koperniku et al. Chemistry. .

Abstract

The zirconium catalyzed hydroaminoalkylation of alkenes with N-aryl- and sterically demanding N-alkyl-α-arylated secondary amines by using commercially available Zr(NMe2 )4 is reported. N-phenyl- and N-isopropylbenzylamine are used as amine substrates to establish the alkene substrate scope. Exclusively linear products are obtained in the presence of bulky vinylsilanes. Challenging α-heteroarylated amines and functionalized alkene substrates are compatible with this easy to use catalyst, affording a new disconnection strategy for the atom- and step-economic preparation of selectively substituted saturated α-arylated heterocycles.

Keywords: alpha-arylated amines; heterocycles; hydroaminoalkylation; zirconium.

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