Catalytic Access to 4-(sec-Alkyl)Anilines via 1,6-Conjugate Addition of Grignard Reagents to <i>in Situ</i> Generated aza-<i>p</i>-Quinone Methides
作者:Mercedes Zurro、Luo Ge、Syuzanna R. Harutyunyan
DOI:10.1021/acs.orglett.2c02786
日期:2022.9.16
The synthesis of aniline derivatives, common building blocks in many pharmaceuticals, agrochemicals, dyes or polymers, has been limited to reactions based on benzene-toluene-xylene derivatives (BTX) due to their ample availability. Despite the large number of existing methodologies, the synthesis of chiral 4-(sec-alkyl)anilines has not been accomplished so far. In this work, a tandem strategy based
苯胺衍生物是许多药物、农用化学品、染料或聚合物中的常见组成部分,但由于其可用性充足,其合成仅限于基于苯-甲苯-二甲苯衍生物 (BTX) 的反应。尽管现有的方法有很多,但手性4-(仲烷基)苯胺的合成迄今为止尚未完成。在这项工作中,开发了一种串联策略,该策略基于生成反应性氮杂对醌甲基化物 (aza -p -QM) 中间体,然后通过 Cu(I) 催化加成格氏试剂。