Synthesis method of 1, 2, 3-triazole quinoxalinone derivative
A technology of triazole quinoxalinone and synthesis method, which is applied in the direction of organic chemistry and the like, can solve the problems of many steps, narrow range of substrate universality, low yield and the like, and achieves the effect of strong biological activity
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Embodiment 1
[0022] Under blue light irradiation, 1-methylquinoxalinone (0.5mmol), diazotrivalent iodine reagent 1 (0.75mmol), three (2,2'-bipyridyl) ruthenium dichloride (5%mmol) and 1,1 dichloroethane (2 mL) was added into a 15 mL test tube, reacted at room temperature for 10 hours, and separated by silica gel column chromatography to obtain the target compound 3a in a yield of 66%. 1 H NMR (300MHz, CDCl 3 )δ8.61(dd, J=8.7,1.7Hz,1H),7.68-7.62(m,1H),7.49-7.44(m,2H),4.56(q,J=7.1Hz,2H),3.77(s ,3H),1.49(t,J=7.1Hz,3H).
Embodiment 2
[0024] Under blue light irradiation, 7-fluoro-1-methylquinoxalinone (0.5mmol), diazotrivalent iodine reagent 1 (0.75mmol), tris(2,2'-bipyridyl)ruthenium dichloride (5 % mmol) and 1,1-dichloroethane (2 mL) were added to a 15 mL test tube, reacted at room temperature for 12 hours, and separated by silica gel column chromatography to obtain the target compound 3b with a yield of 75%. 1 H NMR (500MHz, CDCl 3 )δ8.33(dd,J=7.9,2.8Hz,1H),7.49-7.46(m,1H),7.42-7.40(m,1H),4.57(q,J=7.1Hz,2H),3.78(s ,3H).
Embodiment 3
[0026] Under blue light irradiation, 7-chloro-1-methylquinoxalinone (0.5mmol), diazo trivalent iodine reagent 1 (0.75mmol), three (2,2'-bipyridyl) ruthenium dichloride (5 % mmol) and 1,1-dichloroethane (2 mL) were added to a 15 mL test tube, reacted at room temperature for 12 hours, and separated by silica gel column chromatography to obtain the target compound 3c with a yield of 80%. 1 H NMR (300MHz, CDCl 3 )δ8.53(d, J=2.0Hz, 1H), 7.53(dd, J=8.9, 2.2Hz, 1H), 7.34(d, J=9.0Hz, 1H), 4.48(q, J=7.1Hz, 2H), 3.67(s, 3H), 1.41(t, J=7.1Hz, 3H).
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