623946-43-0Relevant academic research and scientific papers
N-Heterocycle-Stabilized Iodanes: From Structure to Reactivity
Boelke, Andreas,Lork, Enno,Nachtsheim, Boris J.
, p. 18653 - 18657 (2018/11/23)
Pseudocyclic aryl-λ3-iodanes are superior reagents for a variety of oxidative transformations due to a well-balanced relation between stability, solubility and reactivity. Their properties are substantially influenced by a dative interaction between a Lewis base, in general the oxygen atom of a carboxylic acid or an amide, and the central hypervalent iodine atom. This work presents the first systematic investigation of pseudocyclic N-heterocycle-stabilized iodanes (NHIs). The synthesis of these throughout shelf-stable solids is robust and can be achieved on a large scale. Their reactivity is highly tunable, depending on the stabilizing heterocycle. Solid state structures of selected derivatives are reported and their reactivity in a model oxygen transfer reaction is compared. Further derivatization reactions to N-heterocycle-stabilized pseudocyclic diaryliodonium salts and cyclic iodoso species are presented as well.
Iron-catalyzed oxidative C(3)-H functionalization of amines
Takasu, Noriaki,Oisaki, Kounosuke,Kanai, Motomu
, p. 1918 - 1921 (2013/06/04)
Fe-catalyzed direct dehydrogenative C(3)-functionalization of tertiary arylamines was developed via activation of the sp3 C(3)-H bond. The reaction is applicable to both cyclic and acyclic amines. The key process is the catalytic desaturative enamine formation from tertiary amines and position-selective C-C bond formation (addition to nitro olefins) at the β-carbon. Products can be converted to versatile and unique nitrogen-containing molecules.
Synthesis of carbo- and heterocycles via palladium catalysed cascade allene insertion-nucleophile incorporation-Michael addition processes
Grigg, Ronald,Inman, Martyn,Kilner, Colin,K?ppen, Ines,Marchbank, John,Selby, Peter,Sridharan, Visuvanathar
, p. 6152 - 6169 (2008/02/04)
Novel palladium catalysed two- and three-component thermal (conventional heating and microwave) cascade processes are described involving allenylation of an aryl iodide to generate a (π-allyl)palladium species, which are intercepted (inter- or intramolecularly) by a carbon or nitrogen nucleophile followed by intramolecular Michael addition to afford carbo- and heterocycles in good yields.
