N-Heterocycle-coordinated -iodanes as IBX alternatives for alcohol oxidations.

We report the synthesis of novel N-coordinated -iodanes as a unique class of hypervalent iodine compounds. X-ray diffraction analysis revealed their intriguing (pseudo)cyclic structure, showcasing distinctive N⋯I-secondary bonding interactions. We demonstrate the generation of reactive diacetoxy derivatives, which exhibits remarkable efficacy in alcohol oxidation reactions.

Synthesis and Application of D- and C-Labelled tert-Butyl Hoechst Dye.

Herein, the successful syntheses of D- and C-N-methyl and D-tert-butyl Hoechst dyes are presented. This includes the preparation of the labelled D- and C-N-methyl piperazines and D-tert-butylated hydroxytoluene precursors. The tert-butyl Hoechst dye is known to bind a specific RNA aptamer.

Convenient Synthesis of Benziodazolone: New Reagents for Direct Esterification of Alcohols and Amidation of Amines.

Hypervalent iodine heterocycles represent one of the important classes of hypervalent iodine reagents with many applications in organic synthesis. This paper reports a simple and convenient synthesis of benziodazolones by the reaction of readily available iodobenzamides with -chloroperoxybenzoic acid in acetonitrile at room temperature. The structure of one of these new iodine heterocycles was confirmed by X-ray analysis.

Preparation and Synthetic Applicability of Imidazole-Containing Cyclic Iodonium Salts.

A novel approach to the preparation of imidazole-substituted cyclic iodonium salts has been developed via the oxidative cyclization of 1-phenyl-5-iodoimidazole using a cheap and available Oxone/HSO oxidative system. The structure of the new polycyclic heteroarenes has been confirmed by single-crystal X-ray diffractometry, revealing the characteristic structure features for cyclic iodonium salts. The newly produced imidazole-flanked cyclic iodonium compounds were found to readily engage in a heterocyclization reaction with elemental sulfur, affording benzo[5,1-]imidazothiazoles in good yields.

Thermal stability of -heterocycle-stabilized iodanes - a systematic investigation.

The thermal stability of pseudocyclic and cyclic -heterocycle-stabilized (hydroxy)aryl- and mesityl(aryl)-λ-iodanes (NHIs) through thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC) is investigated. Peak decomposition temperatures ( ) were observed within a wide range between 120 and 270 °C. Decomposition enthalpies (Δ ) varied from -29.

Synthesis of Five-Membered Iodine-Nitrogen Heterocycles from Benzimidazole-Based Iodonium Salts.

Pseudocyclic 2-benzimidazolyl-substituted diaryliodonium salts were obtained by the reaction of the corresponding [hydroxy(tosyloxy)iodo]arenes with arenes in the presence of trifluoromethanesulfonic acid. X-ray structural analysis of these iodonium salts confirmed their pseudocyclic structure with a short (2.57-2.