通过IBX/TBAB介导的氧化施特雷克反应一锅法合成α-亚氨基腈
One-pot three-component synthesis of alpha-iminonitriles by IBX/TBAB-mediated oxidative Strecker reaction.
作者信息
Fontaine Patrice, Chiaroni Angèle, Masson Géraldine, Zhu Jieping
机构信息
Institut de Chimie des Substances Naturelles, Centre National de la Recherche Scientifique, 91198 Gif-sur-Yvette Cedex, France.
出版信息
Org Lett. 2008 Apr 17;10(8):1509-12. doi: 10.1021/ol800199b. Epub 2008 Mar 18.
The reaction of aldehydes, amines, and TMSCN in the presence of 2-iodoxybenzoic acid (IBX) and tetrabutylammonium bromide (TBAB) afforded alpha-iminonitriles in good to excellent yields under mild conditions. The presence of TBAB is essential for this transformation. The methodology was applied to a two-step synthesis of indolizidine via a microwave-assisted intramolecular cycloaddition of alpha-iminonitrile.
在2-碘酰基苯甲酸（IBX）和四丁基溴化铵（TBAB）存在下，醛、胺和三甲基氰硅烷反应，在温和条件下以良好至优异的产率得到α-亚氨基腈。TBAB的存在对该转化至关重要。该方法应用于通过微波辅助的α-亚氨基腈分子内环加成两步合成吲哚里西啶。
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