Highly diastereoselective synthesis of tricyclic fused-pyrans by sequential hydride shift mediated double C(sp3)-H bond functionalization was written by Mori, Keiji;Umehara, Nobuaki;Akiyama, Takahiko. And the article was included in Chemical Science in 2018.Name: 2-Bromo-4-fluorobenzylbromide This article mentions the following:
Bronsted acid-catalyzed double C(sp3)-H bond functionalization of alkyl phenethyl ether derivatives was described. In this process, a [1,5]-[1,5]-hydride shift occurred successively to afford tricyclic fused pyran derivatives in excellent chem. yields with excellent diastereoselectivities (up to >20 : 1). The key to achieve this reaction was the introduction of two Me groups at the benzylic position, which was effective in both hydride shift processes: (1) the Thorpe-Ingold effect for the first hydride shift and (2) conformational control in the second hydride shift. 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