A Convenient Method for the Generation of a Disulfur Monoxide Equivalent and Its Reaction with Diazoalkanes to Yield Dithiirane 1-Oxides

Abstract

Oxidation of elemental sulfur (S8) with dimethyldioxirane (or CF3CO3H) generates a disulfur monoxide equivalent (“S2O”). Yields of “S2O” of 30–40 % are obtained from equimolar amounts of S8 and an oxidizing agent. “S2O” reacts with diazoalkanes to give dithiirane 1‐oxides [Eq. (1)].

Emerging Mechanisms of Innate Immunity and Their Translational Potential in Inflammatory Bowel Disease

“…Dimerization of IRE1α, followed by release from BiP, initiates splicing of a single mRNA encoding X-box-binding protein 1 (XBP1) ( 111 , 112 ). This generates XBP1s, an activator of transcription, which induces the transcription of chaperones and protein-folding enzymes resident in the ER.…”

Elemental Sulfur-Mediated Transformation of Carboxylic Acids to Acyl Fluorides by Electrophilic Fluorinating Reagent, Selectfluor

“…The intermediate C undergoes an intramolecular reaction in which the fluorine atom attacks the adjacent acyl carbon, generating the desired acyl fluoride 2 (+18.9 ppm) and octahedral sulfur sulfoxide (OS 8 , E ). Compound E is known to spontaneously decompose to form SO 2 and polymeric sulfur under heating conditions, which is in good agreement with the observation that a stoichiometric (rather than catalytic) amount of sulfur is required in this transformation (see entries 12 and 13, Table ). The reduction in the intensity of the BF 4 signal in the 19 F NMR spectra can be explained by the precipitation of D .…”