Iron(II)-catalyzed intermolecular aziridination of alkenes employing hydroxylamine derivatives as clean nitrene sources

The iron-catalyzed intermolecular aziridination of alkenes with hydroxylamine derivatives is described. Using simple iron(II) sources and readily available ligands, the formal (2+1) cycloaddition process proved to be efficient on both...

O-Protected NH-Free Hydroxylamines: An Emerging Electrophilic Aminating Reagent in Organic Synthesis

In this highlight, O-protected NH-free hydroxylamine derivatives have been evaluated for the construction of nitrogenenriched compounds in unprotected form, such as primary amines, aziridines, amides, N-heterocycles, among others, with high...

A Multifaceted Approach Towards Understanding the Peculiar Behavior of (alpha)-Hydroxyiminophosphonates

The peculiar isomer-selective reduction of (alpha)-hydroxyiminophosphonates (oxime isomers) into (alpha)-hydroxyaminophosphonate (hydroxylamine) derivatives is presented. A library of 16 (alpha)-hydroxyiminophosphonates is prepared and studied via a unique multifaceted approach involving the...

Synthesis of N-Pyridyl Hydroxylamines via Copper-Catalyzed Cross-Coupling

N-Pyridyl hydroxylamine derivatives were prepared via copper-catalyzed cross-coupling of orthogonally functionalized hydroxylamines with iodopyridines. Various amino- and hydroxyl-protecting groups were tolerated. A total of 20 examples were synthesized in 28–90% yield.

Selectfluor-induced C(sp2)–O coupling reaction of N-substituted anilines with hydroxylamine derivatives

We developed a novel metal-free method for the construction of C(sp2)–O bonds via oxidative cross-coupling reactions between various N-substituted anilines and hydroxylamine derivatives just using commercially available Selectfluor as an oxidant.