GREEN SYNTHETIC APPROACHES TO FUROYLNAPHTHOHYDROQUINONE AND JUGLONE

Benites, J.; Cortes, M; Miranda L.; Estela, C; Rios, D.; Arenas, J; Valderrama, JA

Abstract

The synthesis of two valuable precursors of biological active compounds named 2-(furan-2-yl)-1,4-dihydroxynapthohydroquinone 2 and 5-hydroxy-1,4-naphthoquinone (4, juglone) via solar photo-induced reactions from 1,4-naphthoquinone 1 and 1,5-dihydroxynaphthalene 3 in green solvent media is reported. When t-butyl alcohol and the binary t-ButOH/DMK and ternary i-PrOAc/DMK/MEK solvent mixtures were used, acylhydroquinone 2 was isolated in yields of 80, 83 and 77%, respectively. The sensitized photooxygenation of 3 on water and in water containing sodium dodecyl sulfate produce juglone 4 in 81 and 39% yields respectively.

Más información

Título según WOS: GREEN SYNTHETIC APPROACHES TO FUROYLNAPHTHOHYDROQUINONE AND JUGLONE
Título según SCOPUS: Green synthetic approaches to furoylnaphthohydroquinone and juglone
Título según SCIELO: GREEN SYNTHETIC APPROACHES TO FUROYLNAPHTHOHYDROQUINONE AND JUGLONE
Título de la Revista: JOURNAL OF THE CHILEAN CHEMICAL SOCIETY
Volumen: 59
Número: 2
Editorial: 2013
Fecha de publicación: 2014
Página de inicio: 2455
Página final: 2457
Idioma: English
DOI:

10.4067/S0717-97072014000200012

Notas: ISI, SCIELO, SCOPUS