Acetylation of Methyl Methoxycoumarilates and the Synthesis of 7-Methyl-9H-furo[3,2-f][1]benzopyran-9-one¹

Synthesis of 2,3-Dimethoxy-7-methyl-7,12-dihydro-6H-[1]-benzofuro-[2,3-c]-[1]-benzazepin-6,12-dione

“…We verified our observation by subjecting compound 3 to treatment with potassium carbonate in DMF at 140°C for 4 hours – conditions as obtained for the attempted Ullmann reaction but without copper and anthranilic acid. Quantitative conversion to compound 8a , identical in all respects with an authentic sample [ 15 ], was achieved.…”

Synthesis, Antiretroviral and Antioxidant Evaluation of a Series of New Benzo[b]furan Derivatives

“…As mentioned previously, the anitoxidant and antiviral effects might be related [11,12]. In view of these observations, the antioxidant profile of representative compounds from the two series (5d, 5f, 6, 7, 8b and 8f ) was explored by using a non-enzymatic lipid peroxidation assay and rat liver microsomal membranes as substrate.…”

“…Schemes 1 and 2), and evaluate the antiviral profile of these molecules together with their antioxidant potency. The rationale behind linking the antiviral properties of these compounds with their antioxidant activity was based on the suggestion that antioxidant and antiviral effects in some natural products, such as quercetin and rosemary extracts, may be related and that hydrogen peroxide, a hydroxylradical precursor, can amplify viral and endogenous gene sequences in the cells of a number of mammals [11,12].…”

Tandem Synthesis of 2-Carboxybenzofurans via Sequential Cu-Catalyzed C–O Coupling and Mo(CO)6-Mediated Carbonylation Reactions

“…The title compound was purified by flash chromatography (PE/EA = 5/1, 5‰ AcOH) to afford the product as a white solid (70.3 mg, 73% yield). mp 214 °C (lit . mp 215–217 °C); 1 H NMR (500 MHz, DMSO- d 6 ): δ 13.76–13.16 (br, 1H), 7.64–7.56 (m, 2H), 7.25 (s, 1H), 7.09 (d, J = 9.0 Hz, 1H), 3.80 (s, 3H); 13 C­{ 1 H} NMR (125 MHz, DMSO- d 6 ): δ 160.0, 156.1, 150.0, 146.7, 127.5, 117.2, 113.6, 112.8, 104.2, 55.6; HRMS (ESI – -TOF) m / z : [M – H] − calcd for C 10 H 7 O 4 – , 191.0350; found, 191.0353.…”

“…mp 214 °C (lit. 32 The title compound was purified by flash chromatography (PE/EA = 5/1, 5‰ AcOH) to afford the product as a light yellow solid (79.9 mg, 80% yield). mp 258 °C (lit.…”