Publication Date:
2016-11-13
Description:
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][NTf 2 ]). 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-NsNCl 2 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. Beilstein J. Org. Chem. 2016, 12, 2372–2377. doi:10.3762/bjoc.12.231
Keywords:
aminochlorinationβ-amino functionalizationionic liquidWeinreb amides
Electronic ISSN:
1860-5397
Topics:
Chemistry and Pharmacology
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