Uses
2-Bromoxanthone is part of a group of Xanthone (X500100) derivatives that belong to an important class of oxygenated heterocycles that have potential antitumour, antidiabetic and antihypertensive activity.
Synthesis
General procedure for the synthesis of 2-bromo-9H-xanthen-9-one from 2-(4-bromophenoxy)benzaldehyde: 2-(4-bromophenoxy)-5-chlorobenzaldehyde (82.8 mg, 0.3 mmol), CuCl(4.05 mg, 0.03 mmol), and NFSI (189 mg, 0.6 mmol) were added to a 15 mL thick-walled pressure-resistant reaction tube , and 3 mL of acetonitrile was added as solvent. The reaction mixture was magnetically stirred at 100 °C for 24 hours. After completion of the reaction, it was cooled to room temperature, 10 mL of water was added and extracted with dichloromethane (3 x 10 mL). The organic phases were combined and dried with anhydrous NaSO After filtration, the product was purified by column chromatography using petroleum ether/ethyl acetate (20:1, v/v) as eluent. The eluate containing the product was collected and evaporation of the solvent gave 2-bromo-9H-xanthen-9-one as a white solid in 70% yield.
References
[1] Organic Letters, 2012, vol. 14, # 3, p. 902 - 905
[2] Patent: CN107641111, 2018, A. Location in patent: Paragraph 0066; 0067; 0068
[3] Organic Letters, 2013, vol. 15, # 4, p. 928 - 931
[4] Organic and Biomolecular Chemistry, 2017, vol. 15, # 7, p. 1589 - 1592
