Evaluation of Baylis–Hillman Routes to 3-(Aminomethyl)coumarin Derivatives

Abstract

The relative merits of two different Baylis–Hillman approaches toward the preparation of coumarin derivatives, containing peptide-like side chains, have been explored. In one approach, use of methyl acrylate as the activated alkene requires a protecting group strategy, an approach that is not necessary when using tert-butyl acrylate.

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GRAPHICAL ABSTRACT

Keywords:

• 3-(Aminomethyl)coumarins
• aza-Michael
• Baylis–Hillman

ACKNOWLEDGMENTS

The authors thank the National Research Foundation (NRF Grant No. 62273), the Medical Research Council of South Africa (MRC), and Rhodes University for financial support. Any opinions, findings, and conclusions or recommendations expressed in this material are those of the authors and therefore the NRF does not accept any liability in regard thereto.