New Pair of 2-Amino-naphthoxazoles Derived from β-Lapachone: Synthesis, Spectral Evaluation and Crystal Structure

This work describes a novel synthetic route for obtaining 2-amino-naphthoxazoles derived from β-lapachone, which consists of a condensation reaction between β-lapachone and thiourea in a basic medium. This synthetic approach can be seen as a potential route for obtaining 2-amino-oxazoles from quinon...

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Bibliographic Details
Published in:Journal of the Brazilian Chemical Society 2021-05, Vol.32 (5), p.1009-1016
Main Authors: Silva, Leonardo, Hottes, Emanoel, da Silva, Ari, Freire, Luan, Guedes, Guilherme, Ferreira, Aurélio
Format: Article
Language:English
Subjects:
CHEMISTRY, MULTIDISCIPLINARY
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Summary:This work describes a novel synthetic route for obtaining 2-amino-naphthoxazoles derived from β-lapachone, which consists of a condensation reaction between β-lapachone and thiourea in a basic medium. This synthetic approach can be seen as a potential route for obtaining 2-amino-oxazoles from quinones. The obtained amino-naphthoxazoles were characterized by spectroscopic techniques and the crystal structure of one of them was resolved by X-ray diffraction. The experimental results were compared to that obtained through density functional theory (DFT) calculations, revealing high correlation coefficients.
ISSN:0103-5053
1678-4790
DOI:10.21577/0103-5053.20210003