94801-99-7

Upstream product

• 872-05-9 1-Decene 
• 100-53-8 phenylmethanethiol 
• 140-11-4 Benzyl acetate 
• 51048-28-3 (decylthio)trimethylsilane 
• 143-10-2 decylthiol 
• 150-60-7 dibenzyl disulphide 
• 112-29-8 1-bromo dodecane 
• 14629-67-5 benzylthiotrimethylsilane 
• 1002-69-3 decyl chloride 
• 1207372-96-0 o-[2-(4-methoxyphenyl)ethynyl]benzoic acid benzyl ester 

Downstream Products

• 2169-01-9 benzyl decyl sulfoxide 

Relevant academic research and scientific papers

Photoinitiated Thiol-Ene “Click” Reaction: An Organocatalytic Alternative

The thiol-ene coupling (TEC) reaction has attracted a lot of scientific attention during the last years, particularly in the fields of polymers, materials and more recently in drug design. The combination of organocatalysis and photocatalysis has enabled the development of an efficient synergistic protocol for the addition of various thiols to a plethora of olefins. Utilizing phenylglyoxylic acid as the catalyst-initiator and common household bulbs as the light source, we report an organocatalytic photoinitiated TEC reaction showing exceptional tolerance in the presence of various functionalities, untangling previously unsolved problems. (Figure presented.).

Gold-Catalyzed Anti-Markovnikov Selective Hydrothiolation of Unactivated Alkenes

Despite the widespread use of transition-metal catalysts in organic synthesis, transition-metal-catalyzed reactions of organosulfur compounds, which are known as catalyst poisons, have been difficult. In particular, the transition-metal-catalyzed addition of organosulfur compounds to unactivated alkenes remains a challenge. A novel gold-catalyzed hydrothiolation of unactivated alkenes is presented, which proceeds effectively to give the anti-Markovnikov-selective adducts in good yields and in a regioselective manner.

Scandium(III) Triflate-Catalyzed anti-Markovnikov Hydrothiolation of Functionalized Olefins

Scandium(III) triflate promoted highly selective addition of thiols to functionalized olefins under mild conditions. The addition follows anti-Markovnikov regioselectivities, which are unusual for Lewis acids-catalyzed hydrothiolation. This reaction marks broad functional groups tolerance, which opens a beneficial synthetic route to functionalized and biologically active thio-compounds. This method is broadly applicable and offers a simple work-up in the green manner.

Synthesis of a wide range of thioethers by indium triiodide catalyzed direct coupling between alkyl acetates and thiosilanes

An indium triiodide-catalyzed substitution of the acetoxy group in alkyl acetates with thiosilanes provides access to a variety of thioethers. The method is efficient for a wide scope of acetates such as primary alkyl, secondary alkyl, tertiary alkyl, allylic, benzylic, and propargylic acetates.

Gold-catalyzed C-S bond formation from thiols

ortho-Alkynylbenzoic acid alkyl esters act as alkylating agents of thiol derivatives with PPh3AuCl in combination with AgOTf in 1,2-dichloroethane at 80 °C. The corresponding sulfide compounds are obtained in good to excellent yields.

CeCl3/Sm induced reductive cleavage of the S-S bond in disulfide: A novel method for the synthesis of β-thioesters, thiol-esters and alkylphenyl sulfides

Disulfide has been reduced by cerium trichloride and samarium in tetrahydrofuran to produce samarium thiolates. The "living" species reacts smoothly with α,β-unsaturated esters(nitriles) to afford β-thioesters(nitrile) under mild and neutral conditions. The new thiolate anion also reacts with acyl halides, anhydrides and alkyl or benzyl halides to give thioesters and sulfides, respectively.

Reductive Cleavage of the S-Si Bond in Arylsulfanyltrimethylsilanes: A Novel Method for the Synthesis of Unsymmetrical Sulfides

Arylsulfanyltrimethylsilanes are reduced by samarium diiodide to yield samarium arylthiolates which react with alkyl halides to give unsymmetrical sulfides.