104449-93-6Relevant academic research and scientific papers
Sodium Dithionite-Mediated Decarboxylative Sulfonylation: Facile Access to Tertiary Sulfones
Chen, Shihao,Jiang, Xuefeng,Li, Yaping,Wang, Ming
, p. 8907 - 8911 (2020)
A straightforward multicomponent decarboxylative cross coupling of redox-active esters (N-hydroxyphthalimide ester), sodium dithionite, and electrophiles was established to construct sterically bulky sulfones. The inorganic salt sodium dithionite not only served as the sulfur dioxide source, but also acted as an efficient radical initiator for the decarboxylation. Notably, diverse naturally abundant carboxylic acids and artificially prepared carboxyl-containing drugs with multiple heteroatoms and sensitive functional groups successfully underwent this decarboxylative sulfonylation to provide sterically bulky tertiary sulfones. Mechanistic studies further demonstrated that decarboxylation was the rate-determining step and occurred via a single-electron transfer (SET) process with the assistance of sodium dithionite.
Large-steric-hindrance alkyl-alkyl sulfone compound as well as synthesis method and application thereof
-
Paragraph 0079-0082, (2020/07/24)
The invention belongs to the technical field of organic compound synthesis and application, and discloses a large-steric-hindrance alkyl-alkyl sulfone compound shown as a formula (4) and a synthesis method thereof. Carboxylic acid derived redox ester, a reducing sulfur dioxide source and an alkyl electrophilic reagent are used as raw materials, and a series of large-steric-hindrance alkyl-alkyl sulfone compounds are obtained by a three-component one-pot method. The synthesis method is wide in raw material source, cheap and easy to obtain; the reaction operation is simple; the functional grouptolerance is high; the use of a reducing sulfur dioxide source in the reaction avoids the addition of an additional equivalent metal reducing reagent, is economical and practical, and avoids the pollution of waste metals to the environment. The invention also discloses application of the alkyl-alkyl sulfone compound in preparation of drugs, pesticides, organic photoelectric materials and the like.The method has high practical value and wide application prospect.
Highly atom-economic, catalyst- and solvent-free oxidation of sulfides into sulfones using 30% aqueous H2O2
Jereb, Marjan
supporting information, p. 3047 - 3052,6 (2020/09/16)
Highly atom-efficient oxidation of sulfides into sulfones under solvent- and catalyst-free reaction conditions using a 30% aqueous solution of H 2O2 at 75 °C is reported. A structurally diverse set of phenyl alkyl-, phenyl benzyl-, benzyl alkyl-, dialkyl-, heteroaryl alkyl- and cyclic sulfides were transformed into sulfones regardless of the aggregate state and electronic nature of the substituents. In spite of the heterogeneous reaction mixtures throughout the work, no difficulties with stirring and reaction progress were noted. In numerous cases, only 10 mol% excess of H 2O2 was used, thus contributing considerably to the high atom economy of the process. Some solid substrates required a variable excess of hydrogen peroxide; however, the reactions were performed strictly without organic solvents. The transformation was demonstrated to be amenable for scale-up with both liquid and solid sulfides. In addition, isolation and purification of the crude products can be simply done with only filtration and crystallization.
