132398-40-4

Upstream product

• 193097-39-1 6-chloro-6-phenylsulfinyl-1-hexene 
• 39984-84-4 hex-5-en-1-yl(phenyl)sulfane 
• 125115-14-2 1-chloro-1-phenylsulfanyl-5-hexene 
• 1202041-38-0 1-(6-(phenylsulfinyl)hexylsulfinyl)-2-nitrobenzene 

Relevant academic research and scientific papers

O-Nitrophenyl sulfoxides: Efficient precursors for the mild preparation of alkenes

(Chemical Equation Presented) o-Nitrophenyl sulfoxides were found to be efficient synthetic precursors of various alkene types. The elimination occurs in toluene and NaOAc to generate substituted and terminal alkenes. Alkene products were easily obtained in high purity due to the simultaneous precipitation of the o-nitrophenyl sulfenic acid byproduct. The methods described have practical applications for the preparation of unsaturated compounds under mild, thermolytic conditions. 2009 American Chemical Society.

PREPARATION OF ALKENES BY MILD THERMOLYSIS OF SULFOXIDES

Embodiments of this disclosure, among others, encompass methods for generating alkenes under mild thermolytic conditions that can provide almost total conversion of a precursor compound to an alkene without isomerization or the need to chromatographically purify the final product By selectively blocking the amino and carboxy groups of the depvatized amino acid, the methods of the disclosure provide for the synthesis of a peptide having the vinylglycine moiety at either the carboxy or the amino terminus of the peptide The mild conditions for the thermolytic removal of an o-NO2-phenyl substituted aryl group ensure that there is minimal if any damage to thermally sensitive conjugates such as a peptide bearing the vinylglycine The methods of the present disclosure have practical applications for the preparation of unsaturated compounds under mild, thermolytic conditions.

Generation and intramolecular cyclization of α-sulfinyl and α-sulfonyl radicals

α-Phenylsulfinyl and α-Phenylsulfonyl radicals are generated by the reactions of α-chlorosulfoxides and α-chlorosulfones with tributyltin hydride, respectively. High reaction concentration (0.2 M) is required to ensure efficient generations of these radic

The study of intramolecular free radical cyclizations of α-sulfonyl and α-sulfinyl radicals

α-Sulfonyl and α-sulfinyl radicals can be generated from the corresponding α-halosulfones and α-halosulfoxides. Our results indicate that these radicals cyclize very efficiently.