N-substituted α-amino acids to form unprecedented benzoazepine-fused isoindolines. The reaction proceeds via a dearomatization/rearomatization sequence involving an intramolecular (3 + 2)-cycloaddition between the in situ formed azomethine ylide and the dinitroarene. Various glycine derivatives are tolerated as well as branched substrates based on cyclic, α-mono-, and α,α-disubstituted amino acids, giving
带有3,5-
二硝基苯基侧基的
氨基
苯甲醛与N-取代的
α-氨基酸发生热反应,形成前所未有的苯并氮杂稠合的异二氢
吲哚。反应通过脱芳香化/再芳香化顺序进行,该顺序涉及原位形成的甲
亚胺基立德和二硝基
芳烃之间的分子内(3 + 2)-环加成。基于环状,α-单-和α,α-二取代的
氨基酸,可以耐受各种甘
氨酸衍
生物以及支链的底物,在许多情况下可得到单一的非对映异构体。该方法是可扩展的,并提供具有硝基基团的产品以备进一步处理。