Arylation of Diethyl Acetamidomalonate with Diaryliodonium Salts En Route to α-Arylglycines.

Diethyl acetamidomalonate (DEAM) has been widely used for the synthesis of α-amino acids via C-alkylation under basic conditions followed by hydrolysis/decarboxylation. In contrast, the C-arylation of this reagent remains undeveloped. Herein, we report a novel strategy for the synthesis of racemic α-arylglycines based on the selective arylation of DEAM with diaryliodonium salts under mild, transition metal-free conditions.

Reaction of Diaryliodonium Salts with Potassium Alkyl Xanthates as an Entry Point to Accessing Organosulfur Compounds.

Preparation of -aryl xanthates via transition-metal-catalyzed or SAr reactions is complicated by their further transformations under the utilized conditions. In contrast, S-arylation of potassium -alkyl xanthates with diaryliodonium salts proceeds under mild conditions, enabling access to substituted -aryl xanthates. The method exhibits good functional group tolerance and can be applied to the late-stage C-H functionalization of drug molecules.

Benchmark Thermochemistry of Polycyclic Aromatic Hydrocarbons.

The DLPNO-CCSD(T)/CBS method in conjunction with isodesmic-type reactions was used to calculate the enthalpies of formation of 30 polycyclic aromatic hydrocarbons (PAHs). The small reference species with well-determined experimental enthalpies of formation were used in these reactions. From comparison with available experimental data and other recently published high-level quantum chemical calculations, the reference values of the standard enthalpy of formation are recommended for 13 PAHs.

Low-temperature heat capacity and pseudorotation in 2-methyltetrahydrofuran.

The heat capacity and phase transitions of 2-methyltetrahydrofuran in the temperature range from 7 to 350 K were measured using adiabatic calorimetry. The smoothed molar thermodynamic functions in the condensed state were determined on the basis of these measurements. The thermodynamic functions of the formation were also calculated.