高效Domino反应合成5-(4-氟苯基)-11-(4-甲氧基苯基)-1H-吲哚[2,3-b]喹啉-1-酮化合物及其晶体结构表征

 使用简便、易得的3-(4-甲氧基苯甲酰亚甲基)羟吲哚和3-(4-氟苯基氨基)-2-环己烯-1-酮为原料,在乙醇钠和乙醇的共同作用下,一步合成得到5-(4-氟苯基)-11-(4-甲氧基苯基)-1H-吲哚2,3-b]喹啉-1-酮化合物。通过单晶X衍射法确定其结构,晶体属单斜晶系,空间群Cc,分子量Mr=537.57(包含1 分子溶剂DMF),晶胞参数a=1.44352(3) nm,b=2.6027(3) nm,c=0.93423(8) nm,V=2.6917(4) nm³,Z=4,晶胞密度D_c=1.327 Mg/m³,吸收系数μ=0.093 mm^-1,单胞中电子的数目F(000)=1128。晶体结构用直接法解出,经全矩阵最小二乘法对原子参数进行修正,最终的偏离因子为R=0.0631,R_ω=0.1535。在晶体结构中新形成的含氮六元杂环近似于平面结构。

High-efficience Domino reaction of synthesizing 5-(4-fluorophenyl)-11-(4-methoxybenoyl)-2,3,4,5-tetrahydro-1H-indolo[2,3-b]quinolin-1-one compound and characterizing its crystal structure

The title compound of 5-(4-fluorophenyl)-11-(4-methoxy benoyl)-2,3,4,5-tetrahydro-1H-indolo2,3-b]quinolin-1-one has been synthesized by the reaction of simple and off-the-shalf 3-p-methoxyphenacylideneoxindole with 3-(4-fluorophenylamino) cyclohex-2-enone as raw material in the presence of EtONa in ethanol. The structure of title product is determined by single crystal X-ray diffraction. The crystal is monoclinic, space group Cc, with Mr=537.57 (containing a molecular DMF solvent), a=1.44352(3) nm, b=2.6027(3) nm, c=0.93423(8) nm, V=2.6917(4) nm³, Z=4, D_c=1.327 Mg/m³, μ=0.093 mm^-1, F(000)=1128. The structure is solved by direct methods and refined by full-matrix least squares method to the final R=0.0631, R_ω=0.1535. X-ray analysis reveals that the formation of the new nitrogen-bearing six-member heterocyclic ring in the crystal structure is a coplanar structure.