Some common heterocyclic compound, 82777-09-1, name is 2′-Iodo-1,1′:3′,1”-terphenyl, molecular formula is C18H13I, 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. category: iodides-buliding-blocks
General procedure: The outline of our synthetic routes to the 6 compounds listed in Fig. 1 is shown in Scheme 1. They were synthesized by Suzuki-Miyaura coupling of 2,6-dibromodithieno[3,2-b:2?,3?-d]thiophene each with the corresponding boronic acid. Compounds 5 and 7 in Fig. 1 were also synthesized by Suzuki-Miyaura coupling of 3,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)dibenzo[b,d]thiophene and 2,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)dithieno[3,2-b:2?,3?-d]thiophene with 2?-iodo-1,1?:3?,1?-terphenyl, respectively. The typical procedure is following. A mixture of 2,6-dibromo-dithieno[3,2-b:2?,3?-d]thiophene (174.0 mg, 0.5 mmol), boronic acid of counterpart (1.5 mmol), tetrakis (triphenylphosphine) palladium (81.5 mg, 0.08 mmol) and Cs2CO3 (2.0 mL, 2.0 M in aqueous) in 8 mL solvent of toluene: THF = 1:1 was stirred at reflux temperature for 8 h. All reactions were carried out under nitrogen atmosphere with anhydrous solvents. The mixture was poured into water (30 mL) and extracted with CH2Cl2 (20 mL ¡Á 3). The combined extract was washed with brine (40 mL), dried (Na2SO4), and concentrated in vacuo. Column chromatography on silica gel eluted with CHCl3:toluene = 1:1. All compounds were characterized by 1H and 13C NMR and mass spectroscopy.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 82777-09-1, its application will become more common.
Reference:
Article; Okada, Shinjiro; Yamada, Kenji; Journal of Molecular Structure; vol. 1037; (2013); p. 256 – 263;,
Iodide – Wikipedia,
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