Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 134, Issue 17, Pages 7242-7245Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja3013193
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Funding
- ICIQ Foundation
- Spanish Ministerio de Economia y Competitividad [CTQ2011-25027]
- ICREA Funding Source: Custom
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A new approach to direct intermolecular allylic amination has been developed using metal-free conditions at room temperature. The reaction employs a hypervalent iodine(III) reagent as an oxidant and bistosylimide as a nitrogen source. A series of different allylic aminations are presented with up to a 99% yield. Mechanistic studies including isotope labeling and Hammett correlation suggest that depending on the substrate structure two different mechanisms can be operating.
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