Oxidative phenylamination of 5-substituted 1-hydroxynaphthalenes to N-phenyl-1,4-naphthoquinone monoimines by air and light on water

Benites, J.; Meléndez J.; Estela, C; Rios, D.; Espinoza L.; Brito, I; VALDERRAMA, JA

Keywords: solar radiation, rose bengal, oxidative coupling, 1,4-naphthoquinone monoimines, on water

Abstract

A number of N-phenyl-1,4-naphthoquinone monoimines 6-10 were prepared by on-water oxidative phenylamination of 1,5-dihydroxynaphthalene (1) and 5-acetylamino-1-hydroxynaphthalene (5) with oxygen-substituted phenylamines under aerobic conditions and either solar or green LED radiation, in the presence of rose bengal as singlet oxygen sensitizer. As compared to the conventional oxidative phenylamination procedures, this novel synthetic method offers the advantage of aerobic conditions on water instead of hazardous oxidant reagents currently employed in aqueous alcoholic media.

Más información

Título según WOS: Oxidative phenylamination of 5-substituted 1-hydroxynaphthalenes to N-phenyl-1,4-naphthoquinone monoimines by air and light on water
Título según SCOPUS: Oxidative phenylamination of 5-substituted 1-hydroxynaphthalenes to N-phenyl-1,4-naphthoquinone monoimines by air and light "on water"
Título de la Revista: BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volumen: 10
Editorial: BEILSTEIN-INSTITUT
Fecha de publicación: 2014
Página de inicio: 2448
Página final: 2452
Idioma: English
DOI:

10.3762/bjoc.10.255

Notas: ISI, SCOPUS