119561-10-3Relevant academic research and scientific papers
SUBSTITUTION OF ALLYLIC HYDROGEN ATOMS IN THE REACTIONS OF INTERNAL ALKENES WITH SULFENYL CHLORIDES
Bodrikov, I. V.,Shebelova, I. Yu.,Korchagina, D. V.,Gatilov, Yu. V.,Tishkov, K. N.,et al.
, p. 1644 - 1650 (2007/10/02)
The reaction of arenesulfenyl chlorides with 2,3-dimethyl-2-butene in nitromethane gives addition products.In the presence of donors such as sulfides and amines, the reactions of arenesulfenyl chlorides with internal alkenes such as 2,3-dimethyl-2-butene and 2-aryl-3-methyl-2-butene proceeds by a new pathway to give substitution of an allylic hydrogen atom by the electrophilic part of the reaction and formation of unsaturated sulfides.In the presence of sulfides and lithium perchlorate, the major pathway for the reaction of arenesulfenyl chlorides with the same alkenes is the formation of products of the substitution of an allylic hydrogen atom by an external nucleophile, namely, unsturated sulfonium salts.The probable schemes for these reactions are examined.
