Selenium Dioxide → HCID 25228377, compound

Participants

Reaction Conditions

Reaction Steps

Referring to FIG. 20, under a nitrogen atmosphere selenium dioxide (0.0145 g, 0.131 mmol) was added to a solution of 8b (0.0300 g, 0.136 mmol) in m-xylene (5 mL). The mixture was stirred at 74° C. for 20 h then filtered. The filtrate was evaporated, and the residue was purified by column chromatography (3:7 EtOAc/hexane) to yield 9b (0.0100 g, 0.041 mmol, 30%) as a white solid: 1H NMR (CDCl3) δ 10.29 (1H, s), 8.34 (1H, d, J=8.0 Hz), 8.09 (1H, d, J=9.6 Hz), 8.04 (1H, d, J=8.0 Hz), 7.73 (1H, d, J=9.2 Hz), 5.50 (2H, s), 3.61 (3H, s); 13C NMR (CDCl3) δ 193.7, 163.0, 154.2, 148.6, 137.9, 133.9, 125.4, 118.5, 117.3, 114.3, 95.4, 57.3; FTIR (neat) 2922, 2846, 2224, 1710, 1260, 1165, 1043, 922, 856, 775 cm−1; MS (ESI) m/z calculated for (C13H10N2O3+H)+ 243, found 243; HRMS (ESI) m/z calculated for (C13H10N2O3+H)+ 243.0769, found 243.0764.

Provenance & Evidence