In 2019,Monatshefte fuer Chemie included an article by Anschuber, Martin; Pollice, Robert; Schnuerch, Michael. Electric Literature of C6H11BrO2. The article was titled 《Rhodium-catalyzed direct alkylation of benzylic amines using alkyl bromides》. The information in the text is summarized as follows:
The development and substrate scope evaluation of a direct alkylation protocol of the C(sp3)-H bond of benzylic amines using alkyl bromides was reported. This pyridine-directed method was initiated by elimination of the alkyl bromide to a terminal olefin, which was then the true alkylating agent. In the experiment, the researchers used many compounds, for example, Ethyl 4-bromobutyrate(cas: 2969-81-5Electric Literature of C6H11BrO2)
Ethyl 4-bromobutyrate(cas: 2969-81-5) 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.Electric Literature of C6H11BrO2
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary