3560-71-2Relevant academic research and scientific papers
Synthesis of lomazarin and norlomazarin, pigments from Lomandra hastilis
Pelageev,Panchenko,Pokhilo,Denisenko,Anufriev
, p. 719 - 723 (2008)
5,8-Dihydroxy-2,3,6-trimethoxy-7-ethyl-1,4-naphthoquinone (1) was used to synthesize in high yield 5,8-dihydroxy-7(1′-hydroxyethyl)-2,3,6- trimethoxy-1,4-naphthoquinone (lomazarin, 3), a pigment from Lomandra hastilis. Alkaline hydrolysis of lomazarin produced mainly 5,6,8-trihydroxy-2,3-dimethoxy- 1,4-naphthoquinone (9) through a retro-aldol decomposition of the 6-keto-form of 5,6,8-trihydroxy-7(1′-hydroxyethyl)-2,3-dimethoxy-1,4-naphthoquinone (13b) formed during the reaction. 2,5,8-Trihydroxy-7(1′-hydroxyethyl)-3,6- dimethoxy-1,4-naphthoquinone (norlomazarin, 4a), a pigment of L. hastilis, and its 3,5,8-trihydroxy-7(1′-hydroxyethyl)-2,6-dimethoxy isomer 4b were formed as a difficultly separable mixture in addition to quinone 9.
Fluoride Salts-Alcohol-Alumina as Reagents for Nucleophilic Substitution of Chlorine Atoms for Alkoxy Groups in 2,3-Disubstituted Juglones, Naphthazarines, and Quinazarines
Anufriev, Victor Ph.,Novikov, Vyacheslav L.
, p. 2515 - 2518 (2007/10/02)
Direct displacement of chlorine atoms by alkoxy groups in 2,3-disubstituted juglones (5-hydroxy-1,4-naphthoquinones), naphthazarines (5,8-dihydroxy-1,4-naphthoquinones), and quinizarines (1,4-dihydroxy-9,10-anthraquinones) is generally ineffective, howeve
