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  • Non-Deprotonative Primary and Secondary Amination of (Hetero)Arylmetals.

Non-Deprotonative Primary and Secondary Amination of (Hetero)Arylmetals.

Journal of the American Chemical Society (2016-12-23)
Zhe Zhou, Zhiwei Ma, Nicole Erin Behnke, Hongyin Gao, László Kürti
ABSTRACT

Herein we disclose a novel method for the facile transfer of primary (-NH2) and secondary amino groups (-NHR) to heteroaryl- as well as arylcuprates at low temperature without the need for precious metal catalysts, ligands, excess reagents, protecting and/or directing groups. This one-pot transformation allows unprecedented functional group tolerance and it is well-suited for the amination of electron-rich, electron-deficient as well as structurally complex (hetero)arylmetals. In some of the cases, only catalytic amounts of a copper(I) salt is required.

MATERIALS
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Sigma-Aldrich
Di-t-butyl oxaziridine, ≥95%