Water → HCID 19858048、化合物

反応式

[CH3:1][C:2]1([CH3:32])[C:6](=[O:7])[O:5][C:4]2[CH:8]=[CH:9][C:10]3[C:15]([C:3]1=2)=[CH:14][C:13]([CH:16](OS(C1C=CC(C)=CC=1)(=O)=O)[C:17]([F:20])([F:19])[F:18])=[CH:12][CH:11]=3.[NH:33]1[CH:37]=[N:36][CH:35]=[N:34]1.O>S1(=O)(=O)CCCC1>[CH3:1][C:2]1([CH3:32])[C:6](=[O:7])[O:5][C:4]2[CH:8]=[CH:9][C:10]3[C:15]([C:3]1=2)=[CH:14][C:13]([CH:16]([N:33]1[CH:37]=[N:36][CH:35]=[N:34]1)[C:17]([F:20])([F:19])[F:18])=[CH:12][CH:11]=3

参加物

実験手順

A solution of 1,1-dimethyl-8-(2,2,2-trifluoro-1-tosyloxyethyl)-2(1H)-naphtho[2,1-b]furanone and 1,2,4-triazole (0.5 g) in tetrahydrothiophen-1,1-dioxide (1 ml) was heated at 140° for 18 h. The mixture was treated with water (20 ml) and extracted twice with diethyl ether, and the combined ether extracts were dried and evaporated to dryness under reduced pressure. The residue was purified by flash chromatography, using ethyl acetate: pentane, 1:1 v/v, as eluant, to give 1,1-dimethyl-8-[1-(1H-1,2,4-triazol-1-yl)-2,2,2-trifluoroethyl]-2(1H)-naphtho[2,1-b]furanone. Nmr in deuteriochloroform: δ 8.35(1H,s); 8.15(1H,d); 8.09(1H,s); 7.98(1H,d); 7.87(1H,d); 7.51(1H,dd); 7.46(1H,d); 6.14(1H,q); 1.78(3H,s); 1.75(3H,s).