作者:Mohsen Abdel-Motaal Gomaa
DOI:10.1039/b109711n
日期:2002.1.23
1-Cyclohexyl-2-cyclohexylaminomethylene-4,5-diphenyl-1,2-dihydropyrrol-3-one 4a and 1-aryl-2-arylaminomethylene-4,5-diphenyl-1,2-dihydropyrrol-3-ones 4b,c as the E-form are synthesized by the reaction between N,N′-dicyclohexylethane-1,2-diylidenediamine 2a and N,N′-diarylethane-1,2-diylidenediamines 2b,c with diphenylcyclopropenone 1 through a formal [2 + 3] cycloaddition reaction. The structure assignment of 4a is confirmed on the basis of an X-ray crystal-structure determination. Similarly, diaryl azines 8a–c react with 1 through a formal [2 +
3] cycloaddition reaction to give the non-isolable product Δ4-pyrrolin-3-ones 10a–c which undergo oxidative rearrangement to afford ultimately the indenone derivatives 9a–c.
1-环己基-2-环己基氨基亚甲基-4,5-二苯基-1,2-二氢吡咯-3-酮 4a 和 1-芳基-2-芳基氨基亚甲基-4,5-二苯基-1,2-二氢吡咯-3-酮 4b,c 作为 E 形式是由 N..、N,N′-二环己基乙烷-1,2-二亚基二胺 2a 和 N,N′-二芳基乙烷-1,2-二亚基二胺 2b,c 与二苯基环丙烯酮 1 通过正规的 [2 + 3] 环加成反应合成。X 射线晶体结构测定证实了 4a 的结构归属。同样,二芳基叠氮化合物 8a-c 与 1 通过正规的 [2 + 3] 环加成反应,生成不可分离的产物 Δ4-pyrrolin-3-ones 10a-c,经过氧化重排,最终得到茚酮衍生物 9a-c。