Absolute configuration and racemization mechanism of arenechalcogenic acids: resolution of tellurinic acid

PIFA/Ar2Te2‐Mediated Synthesis of 3‐Aryltelluroindoles via Intramolecular Cyclization of 2‐Alkynylanilines

“…generates telluroxide A, which captures a proton to give iminium B. Then nucleophilic addition of the released m-chlorobenzoate anion to intermediate B leads to the formation of the unstable telluroxide C, which is converted to product 2 aa as well as benzenetellurinic anhydride D. Finally, intermediate D undergoes hydrolysis to give benzenetellurinic acid, [39] which could be detected by HRMS analysis (see SI for details). For the case when 2 equiv.…”

Synthetic methodologies in organic chemistry involving incorporation of [17O] and [18O] isotopes

“…Shimizu and collaborators obtained an optically active arenetellurinic acid by means of liquid chromatography on a chiral column. They studied, also, the oxygen exchange reaction using H 2 18 O, in comparison with the corresponding analogs sulfinic and seleninic acids (referred as chalcogenic acids), ArTe(= 18 O)OH, ArSe(= 18 O)OH, ArS(= 18 O)OH.…”

7.28 Oxidation of Sulfur, Selenium, and Tellurium

“…379 Arene tellurinic acids having bulky substituents can be obtained from the corresponding diaryl ditellurides by oxidation with ozone followed by hydrolysis. 380 Phenyliodine(III) dicarboxylate (DIP) is a highly efficient oxidant for the oxidation of diaryl ditellurides to arene tellurinic mixed anhydrides in CH 2 Cl 2 at room temperature (Scheme 56). 381 Various organotellurium trihalides (R 1 TeX 3 ) are obtained via oxidation of ditellurides 101 with chlorine, 382 bromide, 370c,382a,383 iodine, 382a …”