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Synfacts 2014; 10(7): 0737
DOI: 10.1055/s-0033-1339142
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York

C–H Zincation of (Hetero)Arenes Followed by Copper-Catalyzed Amination

Contributor(s):
Paul Knochel
,
Thomas Klatt
McDonald SL, Hendrick CE, Wang Q * Duke University, Durham, USA
Copper-Catalyzed Electrophilic Amination of Heteroarenes and Arenes by C–H Zincation.

Angew. Chem. Int. Ed. 2014;
53: 4667-4670
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Further Information

Publication History

Publication Date:
16 June 2014 (online)

 
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Key words

copper - amination - zinc

Significance

Wang and co-workers describe a direct amination of (hetero)arenes by C–H zincation followed by copper-catalyzed electrophilic amination using O-acyl hydroxylamines. A broad substrate scope, good functional-group tolerance, and mild reaction conditions were demonstrated.


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Comment

The C–H zincation was achieved applying either Zn(tmp)2 or tmpZnCl·LiCl (tmp = 2,2,6,6-tetramethylpiperidyl) at room temperature. The obtained products were isolated in good to excellent yields.


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