Rhodium-Catalyzed<i>Bis-</i>Hydroaminomethylation of Linear Aliphatic Alkenes with Piperazine
作者:Thomas Seidensticker、Jonas M. Vosberg、Karoline A. Ostrowski、Andreas J. Vorholt
DOI:10.1002/adsc.201500896
日期:2016.2.18
developed to prepare a series of dialkylpiperazines via Rh‐catalyzed bis‐hydroaminomethylation of linear aliphatic alkenes with piperazine. The well‐known Rh/Biphephos catalytic system was applied, yielding the desired dialkylpiperazines within six tandem catalytic steps, already at low catalyst loadings of 0.1 mol%. For the model alkene 1‐octene, good yields and linearities of 80% and 77:23, respectively
开发了一种有效的方案,可通过哌嗪通过Rh催化的线性脂肪族烯烃的双-氢氨基甲基化反应制备一系列二烷基哌嗪。应用了众所周知的Rh / Biphephos催化体系,在六个串联催化步骤中就已经产生了所需的二烷基哌嗪,催化剂的负载量仅为0.1 mol%。对于模型烯烃1-辛烯,在优化条件下分别获得了80%和77:23的良好产率和线性。根据收率vs.,讨论了对正/异比,可能的副反应和反应路径等对催化体系的影响。时间图和参数优化。通过开发的通用协议,其他线性,功能化和分支的底物可以有效地转化为相应的线性N,N-二取代哌嗪。