| 摘要 |
Methods are provided for preparing compounds of the general formula (I) wherein X1 is an aryl hydrocarbon group optionally substituted with one or more groups independently selected from —R, —NH2, —NHR, —NR2, —OH, —OR, —F, —Cl, —Br, —I, —CF3, —C(═O)OH, —C(═O)OR, —C(═O)NH2, —C(═O)NHR, and —C(═O)NR2; X2 is —H, —R, —NHR, —NR2, —OR, —F, —Cl, —Br, or —I; and R is C1 to C10 hydrocarbyl. The methods comprise a double-dehydrogenation reaction step in which a functionalized aminohydroazepinone skeleton comprising an aminoimidazole ring is reacted with 2-iodoxybenzene to form the imidazo[4,5-d]azepine ring system present in formula (I). Example methods comprising the double-dehydrogenation reaction step are provided as efficient synthetic routes to ceratamine A, ceratamine B, and the des-methyl analogs thereof. |
