Periodate Oxidation of Sulfides to Sulfoxides. Scope of the Reaction

Green route for selective gram‐scale oxidation of sulfides using tungstate/triazine‐based ionic liquid immobilized on magnetic nanoparticles as a phase‐transfer heterogeneous catalyst

“…[2] Among the oxidation reactions, selective oxidation of sulfides to sulfoxides has been significantly developed in recent years because sulfoxides are widely used for the synthesis of various chemicals in the laboratory and industry. [3] Oxidation of sulfides to sulfoxides usingtraditional methods and reagents, such as the use of potassium hydrogen carbonate, [4] m-chloroperbenzoic acid, [5] potassium permanganate, [6] NaIO 4 [7] and HNO 3 , [8] suffers from several disadvantages. The use of large amounts of highvalent oxidizing agent, production of unwanted toxic waste and by-products, difficult and time-consuming separation and purification of desired product from reaction mixture [9] and, importantly, overoxidation of sulfoxides to sulfones are some examples.…”

Stereoisomere Aromastoffe, XVI. Struktur und Eigenschaften optisch reiner 2‐Methyl‐4‐propyl‐1,3‐oxathian‐3‐oxide

“…Die optisch reinen cis-I-Isomeren lassen sich mit NaI04 in MethanolfWasser (1: 1) bei 0-5°C zu den entsprechenden 1,3-0xathian-3-oxiden 9 ) umsetzen. Aus optisch reinem (2S,4R)-1 werden die diastereomeren Sulfoxide (äquatorial!…”

4-(Tetrahydro-4H-thiopyran-1-oxide-4-ylidene)-cyclohexanone oxime in the solid-state. A two-dimensional network of enantiomorphous chains interconnected by weak hydrogen bonds

“…Compound 8 was converted into 9 by oxidation following the same procedure as applied for 4-cyclohexylidene-tetrahydro-4H-thiopyran-1-oxide (4). 7 1,1 -Bicyclohexylidene-4-one oxime (3) 3 and 4-cyclohexylcyclohexanone oxime (5) 8 were available from previous studies. Since the oxime and sulfoxide moieties of 1 are oriented nearly perpendicular with respect to each other and nitrogen inversion in oximes 6 as well as sulfur inversion in sulfoxides is restricted, 9 1 is axially dissymmetric, e.g.…”

“…Prepared by slow addition of a solution of 4-(tetrahydro-4H-thiopyran-4-ylidene)cyclohexanone 2 (7, 263 mg, 1.34 mmol) in CH 3 OH (15 ml) to a solution of NaIO 4 (303 mg, 1.42 mmol) in water (9 ml) 7 at 0 • C. Subsequently, the resulting mixture was stirred for 3 h. at 0…”