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Abstract: An improved and alternative method for the metal-free synthesis of 5,7-dimethylcyclopentenon[2,3-c]coumarin as a possible useful aflatoxin template in the production of molecular imprinting polymers with affinity toward natural aflatoxin molecules is reported. A synthesis of 5,7-dimethylcyclopentenon[2,3-c]coumarin from 3,5-dimethoxyphenol via a Pechmann condensation involved five steps and represents an alternative commercially viable approach over existing synthetic protocols in the literature. Operational simplicity, inexpensive key raw materials, short reaction times, and excellent yields are remarkable features of this approach. The aflatoxin template was provided in 55%?67% overall yield from 3,5-dimethoxyphenol with >99% purity, evaluated by high-performance liquid chromatography, 1H NMR, 13C NMR, high-resolution mass spectrometry, and liquid chromatography?mass spectrometry
Template and target information: 5,7-dimethylcyclopentenon[2,3-c]coumarin, aflatoxin
Author keywords: 3,5-dimethoxyphenol, 5,7-dimethylcyclopentenon[2,3-c]coumarin, Aflatoxins, aflatoxin template, cyclization, molecularly imprinted polymer, Pechmann's condensation, polyphosphoric acid