A dual photoredox-nickel strategy for remote functionalization via iminyl radicals: radical ring-opening-arylation, -vinylation and -alkylation cascades was written by Dauncey, Elizabeth M.;Dighe, Shashikant U.;Douglas, James J.;Leonori, Daniele. And the article was included in Chemical Science in 2019.Electric Literature of C13H14BrNO2 This article mentions the following:
A divergent strategy for the remote arylation, vinylation and alkylation of nitriles e.g., I is described. These processes proceed through the photoredox generation of a cyclic iminyl radical and its following ring-opening reaction. The distal nitrile radical is then engaged in nickel-based catalytic cycles to form C-C bonds with aryl bromides ArBr [Ar = 4-(acetyl)phenyl, 2-methylpyridin-4-yl, 1H-1,3-benzodiazol-2-yl, etc.], alkynes RCCH [R = (CH2)4CH3, cyclohexyl, 3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propyl, etc.] and alkyl bromides R1Br [R1 = 3-phenylpropyl, 4-(1,3-dioxolan-2-yl)butyl, 2-chloroethyl, etc.]. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Electric Literature of C13H14BrNO2).
N-(5-Bromopentyl)phthalimide (cas: 954-81-4) 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 carbon–bromine bond is electrophilic in nature. 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 C13H14BrNO2
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary