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[:pb]A green synthesis and a chemical study of the coumarin, 1-(2-hydroxy-2-methyl-2H-chromen-3yl)ethanone[:]

[:pb]Authors: Da Silva, E.; Pinto, L.; Wardell, S. M. S. V.; Wardell, J. L.; De Souza, M. V. N
Source: Letters in Organic Chemistry, v. 16, p. 128-133, 2019
Publisher: Bentham Science


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

Document Type: Research Article

DOI: 10.2174/1570178615666180627103639

Publication date: 1 de fevereiro de 2019[:]

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