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Org Lett. 2014 Mar 21;16(6):1764-7. doi: 10.1021/ol500464x. Epub 2014 Mar 4.

Copper-catalyzed carboxamide-directed ortho amination of anilines with alkylamines at room temperature.

Author information

1
Department of Chemistry, The Pennsylvania State University , University Park, Pennsylvania 16802, United States.

Abstract

In this report, a highly efficient method for the room temperature installation of alkyl amino motifs onto the ortho position of anilines via Cu-catalyzed carboxamide-directed amination with alkylamines is described. This method offers a practical solution for the rapid synthesis of complex arylamines from simple starting materials and enables new planning strategies for the construction of arylamine-containing pharmacophores. A single electron transfer (SET)-mediated mechanism is proposed.

PMID:
24588126
DOI:
10.1021/ol500464x
[Indexed for MEDLINE]

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