Special features of the nucleophilic substitution of halogen in alkyl and benzyl halides with anions generated from 4-hydroxy-2-mercapto-6-methylpyrimidine

AI Rakhimov, ES Titova, RG Fedunov…

文献索引：Rakhimov; Titova; Fedunov; Babkin Chemistry of Heterocyclic Compounds, 2008 , vol. 44, # 6 p. 700 - 708

被引用次数: 1

摘要

Abstract The nucleophilic substitution of halogen (chlorine, bromine, and iodine) in alkyl and benzyl halides has been effected in aqueous dioxane media with S-and O-anions generated from 4-hydroxy-2-mercapto-6-methylpyrimidine. Under these conditions replacement of halogen proceeds by an SN 2 mechanism and the reactivity of S-anions is 10 times greater than that of O-anions, which is in agreement with the results of ab initio quantum-chemical ...