1-Bromodibenzofuran

General procedure: Compound A-2 (40.0 g, 132.7 mmol) was dissolved in distilled dimethylformamide (400 mL). It cooled to 0 , Sodium hydride (3.5 g, 145.9 mmol) was slowly added dropwise thereto. The mixture was stirred for 20 minutes and then at 100 ° C for 1 hour. After completion of the reaction, the reaction mixture was cooled to room temperature, Ethanol (100 mL) was slowly added.The mixture was distilled under reduced pressure, and the resulting mixture was extracted with chloroform, And recrystallized from ethyl acetate to obtain Compound A-3 (30.3 g, yield 81percent).General procedure: Compound A-2 (40.0 g, 132.7 mmol) was dissolved in distilled dimethylformamide (400 mL)Respectively. It cooled to 0 , sodium hydride here(3.5 g, 145.9 mmol) was slowly added dropwise.Stir for 20 minutes and then stir at 100 for 1 hour. After the reaction was completed, the reaction mixture was cooled to room temperature, and ethanol (100 mL) was slowly added thereto. The mixture was vacuum distilled, and the resulting mixture was recrystallized from chloroform and ethyl acetate to obtain Compound A-3 (30.3 g, yield 81percent)It was obtained.(4) In a 1L reaction flask, add intermediate c (51.65 g, 100 mmol), 9, 9-dimethyl-9H-fluoren-2-amine (20.93 g, 100 mmol), and tris (dibenzylideneacetone). ) Dipalladium (2.75g, 3mmol), tri-tert-butylphosphine (1.21g, 6mmol), sodium tert-butoxide (19.22g, 200mmol), 500ml of toluene, under a nitrogen atmosphere, heated to 110 C for 12h, the liquid The phase monitoring reaction was completed, the temperature was reduced, (4) In a 1L reaction flask, add intermediate c (51.65 g, 100 mmol), 9-phenyl-9H-carbazole-2-amine (25.83 g, 100 mmol), and tris (dibenzylideneacetone) diamine. Palladium (2.75g, 3mmol), tri-tert-butylphosphine (1.21g, 6mmol), sodium tert-butoxide (19.22g, 200mmol), 500ml of toluene, heated to 110 C for 12h under a nitrogen atmosphere, and monitored by liquid phase After the reaction is completed, the temperature is lowered, (1) In a 1L reaction flask, Add 2-chloro-10H-phenothiazine (46.74 g, 200 mmol), General procedure: 0.6 mmol of tri-o-tolylphosphine and then 0.1 mmol of palladium(II) acetate or 0.3 mmol of tetrakis(triphenylphosphino)palladium(0) are added to a suspension of 10 mmol of a borylated complex, 12-20 mmol of aryl bromide per (RO)2B function and 60-100 mmol of the base (potassium fluoride, tripotassium phosphate (anhydrous, monohydrate or trihydrate), potassium carbonate, caesium carbonate, etc.) and 100 g of glass beads (diameter 3 mm) in 100 ml-500 ml of an aprotic solvent (THF, dioxane, xylene, mesitylene, dimethylacetamide, NMP, DMSO, etc.), and the mixture is heated under reflux for 1-24 h. Alternatively, other phosphines, such as triphenylphosphine, tri-tert-butylphosphine, S-Phos, X-Phos, Ru-Phos, XanthPhos, etc. can be employed, where, in the case of these phosphines, the preferred phosphine:palladium ratio is 3:1 to 1.2:1. The solvent is removed in vacuo, the product is taken up in a suitable solvent (toluene, dichloromethane, ethyl acetate, etc.) and purified as described under Variant A.

Molecular Weight:247.09
XLogP3:4.4
Hydrogen Bond Acceptor Count:1
Exact Mass:245.96803
Monoisotopic Mass:245.96803
Topological Polar Surface Area:13.1
Heavy Atom Count:14
Complexity:218
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes