77919-66-5

Usage

InChI:InChI=1/C11H16OS/c1-9(2)8-13(12)11-6-4-10(3)5-7-11/h4-7,9H,8H2,1-3H3

Upstream product

• 26076-75-5 (E)-hex-1-enyldiisobutylaluminum 
• 98-59-9 p-toluenesulfonyl chloride 
• 54576-37-3 isobutyl p-tolyl sulfide 
• 1774-35-2 di(p-tolyl) sulfoxide 
• 2892-94-6 di-iso-butylmagnesium 

Downstream Products

• 51795-76-7 (+/-)-(E)-4-methyl-1-phenyl-2-pentene 
• 60168-77-6 (+/-)-(Z)-4-methyl-1-phenyl-2-pentene 

Relevant academic research and scientific papers

Modulation of photochemical oxidation of thioethers to sulfoxides or sulfones using an aromatic ketone as the photocatalyst

We have developed an eco-friendly and chemo-selective photocatalytic synthesis of sulfoxides or sulfones via oxidation of sulfides (thioethers) at ambient temperature using air or O2 as the oxidant. An inexpensive thioxanthone was used as the photocatalyst. Our method offers excellent chemical yields and good functional group tolerance. The hydrogen bonding between hexafluoro-2-propanol (HFIP) and sulfoxides may play an important role in minimizing the over-oxidization of sulfoxides.

Symmetric diarylsulfoxides as asymmetric sulfinylating reagents for dialkylmagnesium compounds

At -78 °C, primary dialkylmagnesium compounds reacted with diarylsulfoxides when 1.5 equiv of the dilithium salt of (S)-BINOL was added as a promotor. Alkyl aryl sulfoxides resulted in up to quantitative yield and with up to 97% ee. This demonstrates the feasibility of asymmetric sulfinylations by achiral sulfinylating agents (from the perspective of Alkyl2Mg) as well as the feasibility of asymmetric sulfoxide-magnesium exchanges (from the perspective of Ar2SO).

Alkenyl alane-pyridine complexes in a new synthesis of?aryl?alk-1-enyl sulfoxides

A new and an efficient synthesis of aryl alk-1-enyl sulfoxides is reported. The reaction between alane-pyridine complexes, triphenylphosphine, and sulfonyl chlorides affords the title products in good to excellent yields (70-94%) in short reaction times using mild conditions. The optimal ratio between reagents (alane-pyridine/PPh3/sulfonyl chloride 1.00/1.35/0.92) was obtained performing a chemiometric analysis. A rationale for the reaction was advanced.