In 2022,Yan, Yonggang; Sun, Jinjin; Li, Gang; Yang, Liu; Zhang, Wei; Cao, Rui; Wang, Chao; Xiao, Jianliang; Xue, Dong published an article in Organic Letters. The title of the article was 《Photochemically Enabled, Ni-Catalyzed Cyanation of Aryl Halides》.Reference of 5-Bromobenzo[d][1,3]dioxole The author mentioned the following in the article:
A light-promoted Ni-catalyzed cyanation of aryl halides employing 1,4-dicyanobenzene as a cyanating agent was reported. A broad array of aryl bromides, chlorides and druglike mols. could be converted into their corresponding nitriles (65 examples). Mechanistic studies suggest that upon irradiation, the oxidative addition product Ni(II)(dtbbpy)(p-C6H4CN)(CN) underwent homolytic cleavage of the Ni-aryl bond to generate an aryl radical and a Ni(I)-CN species, the latter of which initiated subsequent cyanation reactions. The experimental part of the paper was very detailed, including the reaction process of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4Reference of 5-Bromobenzo[d][1,3]dioxole)
Furthermore, the coupling of 5-Bromobenzo[d][1,3]dioxole(cas: 2635-13-4) with β-methallyl alcohol was catalyzed by Pd(OAc)2 in combination with P(t-Bu)3.Reference of 5-Bromobenzo[d][1,3]dioxole
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary