A Green Synthesis and a Chemical Study of the Coumarin, 1-(2-Hydroxy- 2-methyl-2H-chromen-3yl)ethanone

Author(s): Emerson Teixeira da Silva, Ligia Souza da Silveira Pinto, Solange Maria Silva Veloso Wardell, James Lewis Wardell, Marcus Vinícius Nora de Souza*.

Journal Name: Letters in Organic Chemistry

Volume 16 , Issue 2 , 2019

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Graphical Abstract:


Coumarins are a class of natural and synthetic products with a wide variety of applications in different fields. Due to the general importance of coumarins, the objective of this work is to further develop the chemistry of 1-(2-hydroxy-2-methyl-2H-chromen-3yl)ethanone, 1, a potentially useful and versatile coumarin but an under-reported compound in the literature. This work describes a green preparation of 1 in the absence of solvents and acids, thereby eliminating byproducts, normally obtained in classical procedures, and a mechanistic study of the reactions of 1 with nucleophiles. In addition, we report the characterisation of 1-(2-ethoxy-2-methyl-2H-chromen-3-yl)ethanone 2, via X-ray crystallography and 2D NMR spectra.

Keywords: Coumarin, green synthesis, X-ray crystallography, sonochemistry, free solvent, heterocycle.

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Article Details

Year: 2019
Page: [128 - 133]
Pages: 6
DOI: 10.2174/1570178615666180627103639
Price: $65

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