106987-90-0

Upstream product

• 34126-37-9 ethyl(2-chlorophenyl)sulfane 
• 6320-03-2 2-chlorothiphenol 

Downstream Products

• 2819-12-7 trans-2-methyl-3-phenylcyclopentan-1-one 
• 2819-12-7 cis-2-methyl-3-phenyl-cyclopentanone 
• 156206-91-6 1-Chloro-2-(1-phenylselanyl-ethanesulfinyl)-benzene 

Relevant academic research and scientific papers

A mild and chemoselective CALB biocatalysed synthesis of sulfoxides exploiting the dual role of AcOEt as solvent and reagent

A mild, chemoselective and sustainable biocatalysed synthesis of sulfoxides has been developed exploiting CALB and using AcOEt with a dual role of more environmentally friendly reaction solvent and enzyme substrate. A series of sulfoxides, including the drug omeprazole, have been synthesised in high yields and with excellent E-factors.

Diastereoselective radical alkylations of alkyl aryl sulfoxides

1,2-Asymmetric induction in reactions of arylsulfinylated radicals has been examined and compared to the anionic processes. A rule of thumb allowing to predict the stereoselectivity is presented.

Ring Expansion of Cyclobutanones to Cyclopentanones via α-Lithioalkyl Aryl Sulfoxides and Selenoxides

Reaction of α-lithioalkyl 2-chlorophenyl sulfoxides (prepared from the corresponding sulfoxides and LDA) with cyclobutanones affords adducts which undergo ring expansion to cyclopentanones upon treatment with potassium hydride.This reaction only works for cyclobutanones substituted at C2 with at least one phenyl or alkenyl group (type I and type II cyclobutanones).Cyclobutanones substituted at C2 with at least one alkyl group (type III and type IV cyclobutanones) undergo similar ring expansion upon treatment with α-lithioalkylphenyl selenoxides followed by direct thermolysis of the adducts.With both the sulfoxide and selenoxide reagents, the carbon atom inserted into the cyclobutanone can be unsubstituted, monosubstituted, or disubstituted.The ring expansions of 17 different cyclobutanones to 29 different cyclopentanones are presented.