journal article·2015-01-01Open access

First synthesis of aminonaphthoquinones derived from lawsone in a colloidal dispersion system created by a Brønsted acid-surfactant-combined catalyst in water: An environmentally friendly protocol

João F. Allochio Filho, Rodolfo G. Fiorot, Valdemar Lacerda, Reginaldo B. dos Santos, Gabriela Vanini, Wanderson Romão, Sandro J. Greco

Abstract

Environmentally friendly one-pot protocol was developed for the first synthesis of aminonaphthoquinones derived from 2-hydroxy-1,4-naphthoquinone (lawsone) via a multicomponent Mannich reaction in aqueous media using a catalytic amount of dodecyl benzenesulfonic acid (DBSA), exploring a Brønsted acid-surfactant catalyst (BASC) concept, at room temperature.
Source: openalex_inverted_index · Quality: baseline

Research context

OpenAlex topics: Bioactive Compounds and Antitumor Agents · Multicomponent Synthesis of Heterocycles · Morinda citrifolia extract uses

SciVX discovery tags are terminology-based. OpenAlex topics are source-provided classifications.

References (21)

Show source-provided references
1. Greco · Aldrichimica Acta · 2011 · 44 · 15
2. Bienayme · Chem. Eur. J. · 2000 · 6 · 332110.1002/1521-3765(20000915)6:18<3321::AID-CHEM3321>3.0.CO;2-A ↗
3. Dömling · Angew. Chem. Int. · 2000 · 39 · 316810.1002/1521-3773(20000915)39:18<3168::AID-ANIE3168>3.0.CO;2-U ↗
4. Choudhury · Tetrahedron · 2011 · 67 · 821310.1016/j.tet.2011.07.020 ↗
5. Thompson · 1997
6. Sacau · Bioorg. Med. Chem. · 2003 · 11 · 48310.1016/S0968-0896(02)00542-4 ↗
7. Neves · J. Braz. Chem. Soc. · 2009 · 20 · 71210.1590/S0103-50532009000400015 ↗
8. Fiorot · Tetrahedron Lett. · 2014 · 55 · 437310.1016/j.tetlet.2014.06.031 ↗
9. Dabiri · Dyes Pigm. · 2011 · 89 · 6310.1016/j.dyepig.2010.09.004 ↗
10. Shaterian · J. Mol. Liq. · 2013 · 117 · 35310.1016/j.molliq.2012.10.012 ↗
11. Gu · Green Chem. · 2012 · 14 · 209110.1039/c2gc35635j ↗
12. Kobayashi · Synlett · 1999 · 5 · 54510.1055/s-1999-2693 ↗
13. Manabe · Synlett · 1999 · 140110.1055/s-1999-2871 ↗
14. Manabe · Org. Lett. · 1999 · 1 · 196510.1021/ol991113u ↗
15. Shen · J. Fluor. Chem. · 2008 · 129 · 26710.1016/j.jfluchem.2007.12.002 ↗
16. Thoman · J. Am. Chem. Soc. · 1989 · 54 · 4476
17. da Silva · Quim. Nova · 2013 · 36 · 510.1590/S0100-40422013000100002 ↗
18. Kumar · RSC Adv. · 2013 · 3 · 1515710.1039/c3ra41038b ↗
19. Manabe · Inorg. Chim. Acta · 1999 · 296 · 15810.1016/S0020-1693(99)00354-0 ↗
20. Kobayashi · Tetrahedron Lett. · 1998 · 39 · 538910.1016/S0040-4039(98)01081-8 ↗
21. Michael · Tetrahedron · 1990 · 46 · 792310.1016/S0040-4020(01)90090-0 ↗