One-pot three-component synthesis of α-iminonitriles by IBX/TBAB-Mediated oxidative Strecker reaction

被引:106
作者
Fontaine, Patrice [1 ]
Chiaroni, Angele [1 ]
Masson, Geraldine [1 ]
Zhu, Jieping [1 ]
机构
[1] CNRS, Inst Chim Subst Nat, F-91198 Gif Sur Yvette, France
关键词
D O I
10.1021/ol800199b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:1509 / 1512
页数:4
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