Istanbul University, Engineering Faculty, Department of Chemistry, Istanbul, Turkey.
Eur J Med Chem. 2011 Dec;46(12):5861-7. doi: 10.1016/j.ejmech.2011.09.048. Epub 2011 Oct 5.
1,4-Naphthoquinones are unique reagents in organic synthesis and have been employed in several well known and recently developed areas of application. Furthermore, these 1,4-naphthoquinones have demonstrated high reactivity in nucleophilic vinylic substitutions, in the preparation of sulfurated, (hetero)cyclic and several other transformations. This study describes the synthesis and biological evaluation of derivatives of monosulfurated naphthalene-1,4-dione (3), 3-chloro-2-ethoxy-naphthalene-1,4-dione (4), disulfurated naphthalene-1,4-dione (5), and symmetrical bis-1,4-naphthoquinones (7, 9) were obtained from the reaction of 2,3-dichloro-naphthaquinone (1) with S-, O-substituted mono-, di-, and tetrathiols, respectively. The structures of the novel products were characterized by spectroscopic methods.
1,4-萘醌是有机合成中独特的试剂，已应用于几个著名和最近发展的领域。此外，这些 1,4-萘醌在亲核乙烯基取代反应中表现出很高的反应活性，可用于制备硫代、（杂）环和其他几种转化。本研究描述了单硫化萘-1,4-二酮（3）、3-氯-2-乙氧基-萘-1,4-二酮（4）、二硫化萘-1,4-二酮（5）和对称双-1,4-萘醌（7,9）的合成及生物评价，它们分别是由 2,3-二氯萘醌（1）与 S-、O-取代的单、二和四硫醇反应得到的。新型产物的结构通过光谱方法进行了表征。
