80780-66-1Relevant academic research and scientific papers
Effect of chalcogenyl substituent on the course of allyl rearrangement at chalcogenation of 1,3-dichloropropene
Levanova,Nikonova,Grabel’nykh,Russavskaya,Albanov,Rozentsveig,Korchevin
, p. 615 - 623 (2016/07/06)
Formation of 1,3-dichalcogenylpropene at the treatment of 1,3-dichloropropene with organic dichalcogenides in a redox system hydrazine hydrate–KOH is governed by the possibility of an allyl rearrangement. In the presence of bases this rearrangement proceeds via carbanion partially stabilized by the chalcogenyl substituent. The effectivity of the stabilization and consequently the probability of the rearrangement varies in the series of substituents PhS > BnS > PhSe. In the stage of the direct nucleophilic substitution of chlorine the anion PhSe?possesses the highest activity.
REGIO- AND STEREOCHEMISTRY OF THE ZnCl2 MEDIATED CONVERSION OF 3-HYDROXYVINYL SELENIDES INTO 1,3-BIS(SELENO)-PROPENES
Renard, M.,Hevesi, L.
, p. 1885 - 1888 (2007/10/02)
The title process extends the scope of a recently reported reaction, gives general access to the largely unknown 1,3-bis(seleno)-propenes and reveals interesting aspects of allylic nucleophilic substitution.
PREPARATION OF 3-HYDROXYL-VINYL SELENIDES AND 1,3-BIS(SELENO)-PROPENES
Renard, M.,Hevesi, L.
, p. 5939 - 5954 (2007/10/02)
Z and E 3-hydroxy-vinyl selenides can be prepared with very high stereoselectivity respectively by nucleophilic addition of selenolates to propargyl alcohols and by selenylation followed by LiAlH4 reduction of the same propargyl alcohols. 1,3-Bis(seleno)-
