165278-85-3

Upstream product

• 1666-13-3 diphenyl diselenide 
• 693-02-7 hex-1-yne 
• 68001-64-9 (hex-1-ynyl)(phenyl)selane 
• 104-15-4 toluene-4-sulfonic acid 

Downstream Products

• 51364-93-3 Methyl α-Selenophenylhexanoat 
• 109057-51-4 Se-phenyl hexaneselenoate 
• 165278-92-2 (Z)-1-phenyl-1-(phenylseleno)-1-hexene 
• 79719-89-4 (Z)-5-(phenylseleno)-5-decene 
• 155169-81-6 ((Z)-1-Bromo-hex-1-enylselanyl)-benzene 
• 155169-75-8 ((E)-1-Bromo-hex-1-enylselanyl)-benzene 

Relevant academic research and scientific papers

A new synthesis of α-phenylseleno esters and acids from terminal alkynes

Alkynyl phenyl selenides, easily prepared from terminal alkynes, react with p-toluenesulfonic acid to afford (Z)-α-(phenylseleno)vinyl p-toluenesulfonates. The reactions of these compounds with phenylselenenyl sulfate in the presence of alcohols or water

Alkynyl Phenyl Selenides as Convenient Precursors for the Synthesis of Stereodefined Trisubstituted Alkenes

The addition of p-toluenesulfonic acid to alkynyl phenyl selenides is regio- and stereospecific and affords (Z)-α-(phenylseleno)vinyl p-toluenesulfonates in good yield. α-(Phenylseleno)vinyl halides are obtained from the reactions of these compounds with magnesium halides.The reactions of (Z)-α-(phenylseleno)vinyl p-toluenesulfonates with cyanocuprates afford the corresponding trisubstituted alkenes in which the tosyl group has been selectively substituted by an aryl or an alkyl group with retention of configuration.Finally, the cross coupling reaction of these vinyl selenides with methylmagnesium bromide, in the presence of a nickel catalyst, occurs with retention of configuration and affords the selenium free trisubstituted alkenes.