20494-73-9

Upstream product

• 58976-96-8 Acetic acid 6,11-dihydroxy-5,12-dioxo-1,2,3,4,4a,5,12,12a-octahydro-naphthacen-1-yl ester 
• 51287-54-8 3-(phenylsulfanyl)isobenzofuran-1(3H)-one 
• 81-64-1 1,4-dihydroxy-9,10-anthracenedione 
• 77972-62-4 5,12-diacetoxy-1,2,3,4-tetrahydronaphthacene 
• 1709-63-3 anthracene-1,4,9,10-tetraone 
• 58976-82-2 Acetic acid 5,6,11,12-tetraoxo-1,4,4a,5,6,11,12,12a-octahydro-naphthacen-1-yl ester 
• 77972-53-3 1-acetoxy-1,4,4a,12a-tetrahydronaphthacene-5,12-dione 
• 77972-58-8 6-chloro-11-hydroxy-1,4,4a,12a-tetrahydronaphthacene-5,12-dione 
• 77972-52-2 1,4,4a,12a-tetrahydronaphthacene-5,12-dione 
• 37845-20-8 5,12-diacetoxy-1,2,3,4-tetrahydronaphthacene-6,11-dione 
• 58976-97-9 6,11-dihydroxy-7,8,9,10-tetrahydro-5,12-naphthacene-quinone 
• 635-12-1 1,4-anthraquinone 
• 1015-55-0 5,8-dimethoxytetralone 
• 89564-53-4 6,7,11-triacetoxy-7,8,9,10-tetrahydronaphthacene-5,12-dione 

Relevant academic research and scientific papers

Chemistry of Quinones. Part 7. Synthesis of Anthracyclinone Analogues via Diels-Alder Reactions of 1,4-Anthraquinones

Diels-Alder adducts were formed by reaction of 1,4-anthraquinone with buta-1,3-diene, with 1-acetoxy-, 1-methyl-, 2-methyl-, and 2,3-dimethyl-buta-1,3-diene, and with cyclohexa-1,3-diene.Adducts were also prepared by reaction of 9-chloro-10-hydroxy-1,4-anthraquinone with buta-1,3-diene and with 2-methylbuta-1,3-diene.Some of the linear tetracyclic adducts were transformed to 1,2,3,4-tetrahydro-1,5,12-trihydroxynaphthacene-6,11-quinone (21) and 2-acetyl-1,2,3,4-tetrahydro-2,5,12-trihydroxynaphthacene-6,11-quinone (7).The latter has been converted by other workers into 4-demethoxydaunomycinone (48) and 4-demethoxydaunomycin (8).

Direct access to 1,4-dihydroxyanthraquinones: The Hauser annulation reexamined with p-quinones

(Chemical Equation Presented) 3-Phenylsulfanylphthalides (e.g. 8a) readily react with p-benzoquinones in the presence of LiOtBu in THF to furnish 1,4-dihydroxyanthraquinones in good yields and one-pot operations.