TITLE:
Use of Ultrasound and Microwave Irradiation for Clean and Efficient Synthesis of 3,3’-(Arylmethylene)bis (2-hydroxynaphthalene-1,4-dione) Derivatives
AUTHORS:
Aldo S. de Oliveira, Luana C. Llanes, Ricardo J. Nunes, Rosendo A. Yunes, Inês M. C. Brighente
KEYWORDS:
2-Hydroxy-1, 4-naphthoquinone, 3, 3’-(Arylmethylene)bis(2-hydroxynaphthalene-1, 4-dione) Derivatives, Green Chemistry
JOURNAL NAME:
Green and Sustainable Chemistry,
Vol.4 No.4,
October
22,
2014
ABSTRACT: Nine 3,3’-(arylmethylene)bis(2-hydroxynaphthalene-1,4-dione) derivatives were synthesized through the reaction between 2-hydroxy-1,4-naphthalen-1,4-dione and different aromatic alde-hydes in water applying ultrasonic irradiation for 5 min at room temperature and microwave irradiation for 15 min at 70°;C. Two of the nine derivatives, compounds 3-e and 3-i, obtained from 3-bromo-hydroxybenzaldehyde and 5-methylfuran-2-carbaldehyde, respectively, are previously unpublished. The structures of all compounds were established on the basis of their spectral data and mass analysis. The attractive features of this synthesis protocol include mild conditions, high atom-economy and excellent yields with the elimination of water as the only by-product.