The Multiple Facets of Iodine(III) Compounds in an Unprecedented Catalytic Auto‐amination for Chiral Amine Synthesis |
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Authors: | Dr Julien Buendia Gwendal Grelier Dr Benjamin Darses Dr Amanda G Jarvis Dr Frédéric Taran Dr Philippe Dauban |
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Institution: | 1. Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Univ. Paris-Sud, Université Paris-Saclay, Gif-sur-Yvette, France;2. CEA, IBiTecS, Service de Chimie Bioorganique et de Marquage, Gif-sur-Yvette, France |
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Abstract: | Iodine(III) reagents are used in catalytic one‐pot reactions, first as both oxidants and substrates, then as cross‐coupling partners, to afford chiral polyfunctionalized amines. The strategy relies on an initial catalytic auto C(sp3)?H amination of the iodine(III) oxidant, which delivers an amine‐derived iodine(I) product that is subsequently used in palladium‐catalyzed cross‐couplings to afford a variety of useful building blocks with high yields and excellent stereoselectivities. This study demonstrates the concept of self‐amination of the hypervalent iodine reagents, which increases the value of the aryl moiety. |
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Keywords: | C− H amination cross-coupling homogeneous catalysis hypervalent iodine tandem synthesis |
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