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.Electric Literature of C5H11BrO 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-Bromo-4-methoxybutane (cas: 4457-67-4Electric Literature of C5H11BrO).
1-Bromo-4-methoxybutane (cas: 4457-67-4) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.Electric Literature of C5H11BrO
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary