1034014-59-9

Upstream product

• 2757-37-1 didodecyl disulfide 
• 536-74-3 phenylacetylene 
• 77270-21-4 2-(dodecylsulfanyl)-1-phenylethanone 
• 70-11-1 α-bromoacetophenone 
• 112-55-0 1-dodecylthiol 
• 28519-34-8 S-dodecyl 4-methylbenzenesulfonothioate 
• 934499-56-6 1-[(5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-yl)disulfanyl]dodecane 

Downstream Products

• 1034014-66-8 (E)-1-dodecylsulfanyl-2-phenylethenyl diphenyldithiophosphinate 
• 88708-53-6 1-(dodec-1-ylsulfanyl)-2-phenylethene 

Relevant academic research and scientific papers

Convenient and efficient synthesis of functionalized unsymmetrical alkynyl sulfides

We developed a simple and efficient method for the synthesis of functionalized unsymmetrical alkynyl sulfides under mild conditions in good yields. The designed method is based on the reaction of 5,5-dimethyl-2-thioxo-1,3,2-dioxaphosphorinan-2-disulfanyl derivatives with lithium acetylides. The developed method allows the preparation of unsymmetrical alkynyl sulfides bearing additional hydroxyl, carboxyl, or amino functionalities.

Enantioselective Nickel-Catalyzed Alkyne-Azide Cycloaddition by Dynamic Kinetic Resolution

The triazole heterocycle has been widely adopted as an isostere for the amide bond. Many native amides are α-chiral, being derived from amino acids. This makes α-N-chiral triazoles attractive building blocks. This report describes the first enantioselective triazole synthesis that proceeds via nickel-catalyzed alkyne-azide cycloaddition (NiAAC). This dynamic kinetic resolution is enabled by a spontaneous [3,3]-sigmatropic rearrangement of the allylic azide. The 1,4,5-trisubstituted triazole products, derived from internal alkynes, are complementary to those commonly obtained by the related CuAAC reaction. Initial mechanistic experiments indicate that the NiAAC reaction proceeds through a monometallic Ni complex, which is distinct from the CuAAC manifold.

Convenient and Efficient Diastereoselective Preparation of Functionalized Z-Alkenyl Sulfides

We have developed an efficient and convenient regio- and stereoselective reduction of the alkynyl sulfides with pinacolborane in the presence of copper(I) chloride to produce (Z)-alkenyl sulfides in good and very good yields. The functionalized alkynyl sulfides are readily available based on the reaction of lithium acetylides with thiotosylates under mild conditions.

Regio- and stereoselective additions of diphenyldithiophosphinic acid to N-(1-alkynyl)amides and 1-alkynyl sulfides

Treatment of N-(l-alkynyl)amides and 1-alkynyl sulfides with diphenyldithiophosphinic acid affords (E)-ketene N,S-acetals and S.S-acetals, respectively. The addition reactions proceed in syn fashions, which consist of protonation of the electron-rich alkynes and the following nucleophilic addition of diphenyldithiophosphinate anion to the resulting cationic intermediates.