Application of 2789-89-1,Some common heterocyclic compound, 2789-89-1, name is 1,2-Bis(4-bromophenyl)ethyne, molecular formula is C14H8Br2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
General procedure: A glass tube equipped with a magnetic stir bar was charged with isoxazole 1 (0.2 mmol), alkyne 2 (0.62 mmol, 3.1 equiv),[Cp*Rh(MeCN)3](SbF6)2 (0.008 mmol, 4.0 mol%), and Cu(OAc)2 (0.8mmol, 4.0 equiv). The tube was evacuated and backfilled with N2 (3 ×)followed by addition of 1,4-dioxane (4.0 mL) via syringe. The resulting mixture was heated at 100 C for 12 h. After cooling to r.t., the mixture was poured into water and extracted with EtOAc (3 ×). The combined organic extracts were washed with brine, dried (Na2SO4), andc oncentrated under reduced pressure. The residue was subjected to column chromatography (silica gel) to afford the corresponding product .Further purification was performed by GPC if required. Note: the coupling products 3 exhibit broadened and split peaks inNMR spectra owing to the presence of rotamers, and the following data are reported as appeared in the spectra.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,2-Bis(4-bromophenyl)ethyne, its application will become more common.
Reference:
Article; Noguchi, Teppei; Nishii, Yuji; Miura, Masahiro; Synthesis; vol. 51; 1; (2019); p. 258 – 270;,
Bromide – Wikipedia,
bromide – Wiktionary