Institut de Chimie des Substances Naturelles, CNRS UPR 2301, Univ. Paris-Sud, Université Paris-Saclay, 1, av. de la Terrasse, 91198, Gif-sur-Yvette, France.
CEA, IBiTecS, Service de Chimie Bioorganique et de Marquage, 91191, Gif-sur-Yvette, France.
Angew Chem Int Ed Engl. 2016 Jun 20;55(26):7530-3. doi: 10.1002/anie.201602022. Epub 2016 May 9.
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(sp(3) )-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.
碘(III)试剂可用于催化一锅反应,最初既作为氧化剂又作为底物,然后作为交叉偶联试剂,以提供手性多官能化胺。该策略依赖于碘(III)氧化剂的初始催化自动 C(sp(3) )-H 胺化反应,该反应生成衍生自胺的碘(I)产物,随后在钯催化交叉偶联反应中使用,以高产率和优异的立体选择性提供各种有用的构建块。本研究证明了高价碘试剂的自胺化概念,这增加了芳基部分的价值。