Synthesis of alkaloid-like compounds via the bridging Ritter reactions II

Publication Type:
Journal Article
Citation:
Monatshefte fur Chemie, 2016, 147 (10), pp. 1737 - 1746
Issue Date:
2016-10-01
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© 2016, Springer-Verlag Wien. Abstract: The bridging Ritter reactions are considered to be efficient synthetic methods rapidly providing access to alkaloid-like compounds in a few steps from inexpensive starting materials. In this manuscript, we report the synthesis of benzo[c]azepine derivatives bearing either amide or hydroxyl groups via the bridging Ritter reactions. These compounds are diastereoisomers of a known AChE inhibitor. All the structures were fully characterised by NMR spectroscopy and high-resolution mass spectrometry. NMR spectral analysis of diastereoisomers has allowed for the relative stereochemistry of the AChE inhibitor to be established. Graphical abstract: [Figure not available: see fulltext.]
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