100460-58-0Relevant academic research and scientific papers
THIOL ADDITIONS TO 1,4-DIARYLSULFONYL-2-BUTYNES. STEREOCHEMISTRY OF ADDITION AND REGIOSPECIFIC ELIMINATIONS FROM THE ADDUCTS
Thyagarajan, B. S.,Wood, B. F.,Glowienka, J. A.,Delgado, P.
, p. 1 - 10 (2007/10/02)
Thiol additions to 1,4-diarylsulfonyl-2-butynes result in stereoselective formation of 1,4-diarylsulfonyl-2-arylthio-2-butenes with a preponderance of the E isomer over the Z.Contrary to the behaviour of similar adducts from 1-arylsulfonyl-4-(N'-anilino)-2-butynes and 1-arylsulfonyl-4-arylthio-2-butynes, the vinyl sulfides obtained from the diarylsulfonylbutynes undergo facile isomerization under mild base catalysis.A regiospecific elimination followed by readdition is shown to be the mechanism for such isomerizations.
1,4-DIARYLSULFONYL-1,3-BUTADIENES FROM 1,4-DIARYLSULFONYL-2-BUTYNES
Thyagarajan, B. S.,Wood, B. F. Jr,Swynnerton, N. F.
, p. 5 - 8 (2007/10/02)
Isomerization of 1,4-diarylsulfonyl-2-butynes under aprotic conditions and ambient temperatures with mild base catalysis leads to the title compounds.
