Additive-Free Pd-Catalyzed α-Allylation of Imine-Containing Heterocycles
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- 作者：Marko Kljajic ; Johannes G. Puschnig ; Hansjörg Weber ; Rolf Breinbauer
- 刊名：Organic Letters
- 出版年：2017
- 出版时间：January 6, 2017
- 年：2017
- 卷：19
- 期：1
- 页码：126-129
- 全文大小：443K
- ISSN：1523-7052
文摘
An additive-free Pd-catalyzed α-allylation of different imino-group-ontaining heterocycles is reported. The activation of α-CH pronucleophiles (pKa (DMSO) > 25) occurs without the addition of strong bases or Lewis acids using only the Pd/Xantphos catalyst system. The reaction scope has been studied for various 5- and 6-membered nitrogen-containing heterocycles (yields up to 96%). Mechanistic investigations suggest an initial allylation of the imine-N followed by a Pd-catalyzed formal aza-Claisen rearrangement.