β-Amino functionalization of cinnamic Weinreb amides in ionic liquid
Yi-Ning Wang1, Guo-Xiang Sun1, Gang Qi1
1School of Chemistry & Chemical Engineering, Yancheng Institute of Technology, Yancheng, Jiangsu 224051, China.
Abstract:
2-Ns-Protected β-amino Weinreb amides were synthesized by aminochlorination of α,β-unsaturated Weinreb amides in an ionic liquid, 1-n-butyl-3-methylimidazolium bis(trifluoromethanesulfonyl)imide ([BMIM][NTf2]). Processed without the use of metal catalysts or the need of an inert gas atmosphere, the presented process can be readily performed as a one-pot synthesis at room temperature. Moreover, the preparation has the distinct advantages of the use of 2-NsNCl2 as an inexpensive and stable nitrogen/halogen source and the ionic liquid as a recyclable reaction media. Nine examples were examined, and modest to good isolated chemical yields (40-83%) were obtained.
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