Iron-catalyzed C(sp2)-H alkylation of carboxamides with primary electrophiles was written by Monks, Brendan M.;Fruchey, Erin R.;Cook, Silas P.. And the article was included in Angewandte Chemie, International Edition in 2014.Safety of 1-(2-Bromoethyl)-4-methoxybenzene This article mentions the following:
A robust iron-catalyzed ortho alkylation of aryl amides was carried out. The reaction generally proceeds in high yields with exceptional regioselectivity. The reaction is complete in less than 10 min and can be performed in bio-derived 2-methyltetrahydrofuran as solvent on gram scale. The reactivity and selectivity provides a reaction profile unique among the reported C-H functionalization reactions, thereby complementing current strategies. The low cost and toxicity of the reagents should simplify the large-scale implementation of this C-H functionalization. Moreover, mechanistic experiments indicate that substrate coordination is irreversible and occurs prior to C-H cleavage. Further efforts will be directed toward mechanistic understanding and expanding the scope of this interesting transformation. © 2014 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Safety of 1-(2-Bromoethyl)-4-methoxybenzene).
1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbonbromine bond is electrophilic in nature. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Safety of 1-(2-Bromoethyl)-4-methoxybenzene
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary