Site-Selective N-Arylation of Carbazoles with Halogenated Fluorobenzenes was written by Wang, Lei;Ji, Enhui;Liu, Ning;Dai, Bin. And the article was included in Synthesis in 2016.Synthetic Route of C18H11BrFN The following contents are mentioned in the article:
A method for the highly site-selective C-N bond-formation reaction of halogenated fluorobenzenes with carbazoles was described. The selectivity of iodine and fluorine atoms on the aromatic ring of fluorinated iodobenzenes was initially determined with a copper-N,N-diisopropylethylamine catalytic system. By changing the position of the iodine atom on the aromatic ring from the 3- or 4-position to the 2-position, the preferred coupling site was switched from the iodine atom to the fluorine atom. Steric hindrance of the fluorinated iodobenzenes was responsible for the selectivity switch. After elucidating the reaction mechanisms of these reaction processes, a metal-free method for the highly site-selective C-N bond-formation reaction of halogenated fluorobenzenes with carbazoles was revealed through C-F bond activation. The metal-free system was able to handle a range of halogenated groups. Thus, a broad range of chlorinated, brominated, and iodinated N-arylated carbazoles were generated, which are widely useful in organic chem. This study involved multiple reactions and reactants, such as 3-Bromo-9-(4-fluorophenyl)-9H-carbazole (cas: 922721-30-0Synthetic Route of C18H11BrFN).
3-Bromo-9-(4-fluorophenyl)-9H-carbazole (cas: 922721-30-0) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine.Synthetic Route of C18H11BrFN
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary