Direct N–O bond formation via oxidation of amines with benzoyl peroxide

Abstract

A general, mild and efficient method for direct N–O bond formation starting from commercially available amines, benzoyl peroxide and Cs2CO3 without undesirable C–N bond (amide) formation.

Electrochemical Oxidation of Theophylline in Organic Solvents: HPLC‐PDA‐ESI‐MS/MS Analysis of the Oxidation Products

“…Furthermore, in water hydrolysis of 2 and subsequent oxidation can yield product 1, as shown in Scheme 1, found as the main oxidation product in water (Figure 4a). On the other hand, the formation of hydroxylamines is a known process when oxidizing amines with peroxides, [24,25] but also the electrochemical oxidation of ammonia in water yields hydroxylamine. [26] Compounds 1 and 2, whose structures were based on retention time, mass spectra in both positive and negative ESI full scan, fragmentation pattern and UV-Vis spectrum (see Supporting Information, pages 5 and 6, respectively), formed according to the proposed mechanism (Scheme 1), were also in good accordance with the very low current efficiency (residual Tph after 2F: 76 %, Table 1, entry 2) calculated in water on the base of the ratio 1F electrolyzed TPh peak area/starting TPh peak area.…”

Molecular Engineering of Covalent Organic Framework Cathodes for Enhanced Zinc‐Ion Batteries

“…However, the academic investigation using COFs as electrode materials for zinc‐based batteries is very limited and still in its early stage. To date, only a few COFs (e.g., HqTq‐COF, [ 21 ] PA‐COF, [ 22 ] and PI‐COF [ 23 ] ) have been reported as electrode materials in aqueous ZIBs. More importantly, the relationships between molecular structure and electrochemical activity in COF materials have not been sufficiently explored yet due to the difficulty in designing suitable COFs with target functional groups and redox‐active performance for ZIBs.…”

Synthesis of aza-quaternary centers via Pictet–Spengler reactions of ketonitrones

“…Nevertheless, applying Johnson's conditions, 23a we were able to access the desired tertiary amine 60 via a copper-catalyzed electrophilic amination with a diorganozinc reagent (Ph 2 Zn). 24 Lastly, following simple deprotection of the acyl group using LiOH·H 2 O to release free hydroxylamine 61 , 25 aldonitrone 62 was prepared through the action of HgO. 8,26 This species could then be engaged by nucleophiles (such as MeMgBr 27 and Et 2 AlCN 28 ) or in a [3 + 2]-cycloaddition reaction 29 with methyl acrylate to afford 63–65 , respectively.…”