Synthesis of new 2-aminocarbohydrate-1,4-naphthoquinone derivatives promoted by ultrasonic irradiation

In this report we describe the ultrasound-accelerated synthesis of new naphthoquinone derivatives 6a-f and 7a-c, which possess an aminocarbohydrate chain at the C-2 position of the quinone ring. This novel type of 1,4-naphthoquinone derivative has been synthesized under mild conditions by the reaction of 1,4-naphthoquinone (8a) or methoxylapachol (8b) with different aminocarbohydrates 9a-d. Characterization of all substances was confirmed by one- and two-dimensional nuclear magnetic resonance (NMR) techniques (¹H, 13C-APT, cosy-¹H vs. ¹H and HETCOR ¹J CH) and by high-resolution electrospray ionization mass spectrometry (HR ESI MS).

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Bibliographic Details
Main Authors: Franco,Caroline F. J., Jordão,Alessandro K., Ferreira,Vitor F., Pinto,Angelo C., Souza,Maria C. B. V. de, Resende,Jackson A. L. C., Cunha,Anna C.
Format: Digital revista
Language:English
Published: Sociedade Brasileira de Química 2011
Online Access:http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0103-50532011000100026
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