1,2-Naphthoquinone-4-sulfonic acid salts in organic synthesis

Ruan Carlos B Ribeiro; Patricia G Ferreira; Amanda de A Borges; Luana da S M Forezi; Fernando de Carvalho da Silva; Vitor F Ferreira

doi:10.3762/bjoc.18.5

1,2-Naphthoquinone-4-sulfonic acid salts in organic synthesis

Beilstein J Org Chem. 2022 Jan 5:18:53-69. doi: 10.3762/bjoc.18.5. eCollection 2022.

Authors

Ruan Carlos B Ribeiro¹, Patricia G Ferreira², Amanda de A Borges¹, Luana da S M Forezi¹, Fernando de Carvalho da Silva¹, Vitor F Ferreira²

Affiliations

¹ Universidade Federal Fluminense, Departamento de Química Orgânica, Instituto de Química, Campus do Valonguinho, 24020-150, Niterói-RJ, Brazil.
² Universidade Federal Fluminense, Faculdade de Farmácia, Departamento de Tecnologia Farmacêutica, 24241-000, Niterói-RJ, Brazil.

Abstract

Several low molecular weight naphthoquinones are very useful in organic synthesis. These compounds have given rise to thousands of other naphthoquinones that have been tested against various microorganisms and pharmacological targets, including being used in the preparation of several drugs that are on the pharmaceutical market. Among these naphthoquinones, the series of compounds prepared from 1,2-naphthoquinone-4-sulfonic acid salts (β-NQS) stands out. In addition to being used in organic synthesis, they are excellent analytical derivatization reagents to spectrophotometrically determine drugs containing primary and secondary amino groups. This review summarizes the literature involving β-NQS.

Keywords: biological activities; derivatization reagents; organic synthesis; β-NQS.

Publication types

Review

Grants and funding

Fellowships granted by CNPq (301873/2019-4 and 306011/2020-4), CAPES (Financial Code 001), and FAPERJ (E-26/203.191/2017, E-26/202.800/2017, E-26/010.101106/2018, E-26/200.870/2021, E-26/201.369/2021 and SEI-260003/001178/2020) are gratefully acknowledged.