Expeditious synthesis of 1-aminoindane derivatives achieved by [1,4]-hydride shift mediated C(sp3)-H bond functionalization was written by Mori, Keiji;Kurihara, Kazuki;Akiyama, Takahiko. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2014.Name: 2-Bromo-4-fluorobenzylbromide This article mentions the following:
Described herein is a [1,4]-hydride shift mediated expeditious synthesis of 1-aminoindane derivatives A wide variety of substrates could be employed in this reaction to afford various indane derivatives in good to excellent chem. yields. E.g., The desired [1,4]-hydride shift process was realized when benzylidenemalonate (I) was employed as the substrate. Upon treatment of I with 5 mol% Yb(OTf)3 in refluxing ClCH2CH2Cl, the desired reaction proceeded smoothly to afford indane derivative II in a quant. yield with a short reaction time (0.5 h). Examination of the amine moiety revealed that the sterically hindered amine is the key to achieving both low catalyst loading and excellent chem. yields. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Name: 2-Bromo-4-fluorobenzylbromide).
2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Name: 2-Bromo-4-fluorobenzylbromide
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary