Solvent-dependent metal-free chemoselective synthesis of benzimidazoles and 1,3,5-triarylbenzenes from 2-amino anilines and aryl alkyl ketones catalyzed by I2 was written by Ding, Yuxin;Ma, Renchao;Ma, Yongmin. And the article was included in Tetrahedron Letters in 2021.COA of Formula: C24H15Br3 This article mentions the following:
A solvent-dependent I2-catalyzed chemoselective reaction was developed for the synthesis of benzimidazoles I (R = H, Cl, Me; R1 = H, Cl, Me; R2 = Ph, 2-naphthyl, 3-thienyl, etc.) and 1,3,5-triarylbenzenes 1,3,5-(Ar)3C6H3 (Ar = Ph, 2-naphthyl, 3-thienyl, etc.) via the annulation of 2-amino anilines 1,2-(NH2)2-4-R-5-R1C6H2 and aryl alkyl ketones R2C(O)Me or the cyclization of aryl alkyl ketones ArC(O)Me, resp. With 1,4-dioxane as the solvent, sequential C-N bond formation followed by C(CO)-C(CH3) bond cleavage leads to the formation of benzimidazoles I in a highly selective manner while aldol-type self-condensation of aryl alkyl ketones predominates using PhNO2 or PhCl as the solvent to afford 1,3,5-triarylbenzenes. In the experiment, the researchers used many compounds, for example, 3,3”-Dibromo-5′-(3-bromophenyl)-1,1′:3′,1”-terphenyl (cas: 96761-85-2COA of Formula: C24H15Br3).
3,3”-Dibromo-5′-(3-bromophenyl)-1,1′:3′,1”-terphenyl (cas: 96761-85-2) belongs to organobromine compounds. 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. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.COA of Formula: C24H15Br3
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary