Three-Component Reaction of 2-Oxoaldehydes, Cyclic 1,3-Dicarbonyl Compounds, and 4-Aminopyridines

Abstract

A novel three-component reaction of 2-oxoaldehydes, cyclic 1,3-dicarbonyl compounds, and 4-aminopyridines leading to the formation of zwitterionic Michael adducts is described.

Key words

2-oxoaldehydes - 1,3-dicarbonyl compounds - 4-aminopyridines - zwitterions - multicomponent reaction

• References

• 1 These authors contributed equally to this work.
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• 9 The isolated yields were checked directly after drying the prepared products 6 in vacuo as we have noticed that many of them tend to acquire water from the air during storage resulting in a weight increase and in an appearance of a strong water signal in ¹H NMR spectra (see Supporting Information). Likewise, the obtained single crystal of 6{4,1,1} contains 2 equivalents of water acquired during crystallization from a CDCl₃/CH₂Cl₂ (~1:5) solution.
• 10 See Supporting Information.
• 11 CCDC 1440885 contains the supplementary crystallographic data for this paper and can be obtained free of charge via www.ccdc.cam.ac.uk/conts/retrieving.html.