104900-80-3

Upstream product

• 54897-35-7 2-methyl-1-phenylsulfonyl-1-propene 
• 98-09-9 benzenesulfonyl chloride 
• 49639-05-6 1-(phenylsulfonyl)-2-methyl-2-propene 
• 100-58-3 phenylmagnesium bromide 

Relevant academic research and scientific papers

Formation of symmetrical alkenes by homocoupling of metallated sulfones under nickel catalysis

Summary -Allylic sulfones undergo a coupling reaction with organometallic compounds (Mg or Li) not only with copper catalysts but also with iron or nickel salts. With 7,7-disubstituted allylic sulfones and also saturated aliphatic sulfones, however, another reaction was observed whereby two molecules of the starting sulfone are coupled to give symmetrical alkenes. The scope of this reaction was investigated. Elsevier.

Organic synthesis with sulphones no. XXXIV. Uncatalysed addition versus nickel catalysed coupling reaction of vinylic sulfones with Grignard reagents. A stereoselective synthesis of olefins and dienes

Grignard reagents undergo Michael addition to vinylic sulfones.With a β-β-disubstituted vinylic sulfone an unexpected dimer is obtained.Under nickel catalysis methyl, aryl and alkenyl Grignard reagents displace the sulfonyl group of the readily available α,β-unsaturated sulfones.Methyl, resp. phenyl substituted olefins or conjugated dienes are formed.Under appropriate conditions the reaction proceeds with complete retention of configuration.