In 2017,Gloor, Christian Simon; Denes, Fabrice; Renaud, Philippe published 《Hydrosulfonylation Reaction with Arenesulfonyl Chlorides and Tetrahydrofuran: Conversion of Terminal Alkynes into Cyclopentylmethyl Sulfones》.Angewandte Chemie, International Edition published the findings.Name: Methyl 3-bromopropanoate The information in the text is summarized as follows:
Terminal alkynes such as I underwent reactions with arylsulfonyl chlorides RSO2Cl via radical addition, translocation and cyclization reactions mediated by NaHCO3 either initiated by dilauroyl peroxide or under photochem. conditions (sunlight) in THF to yield cyclopentylmethyl sulfones such as II. When a nonracemic terminal alkyne (99:1 er) underwent the radical addition, translocation and cyclization reaction sequence, the products were formed in 75:25-88:12 er. The results came from multiple reactions, including the reaction of Methyl 3-bromopropanoate(cas: 3395-91-3Name: Methyl 3-bromopropanoate)
Methyl 3-bromopropanoate(cas: 3395-91-3) belongs to bromides. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents.Name: Methyl 3-bromopropanoate
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary