Direct access to 1,4-dihydroxyanthraquinones: the Hauser annulation reexamined with p-quinones.
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.
Mal
Dipakranjan
D
Department of Chemistry, Indian Institute of Technology, Kharagpur 721 302, India. dmal@chem.iitkgp.ernet.in
Ray
Sutapa
S
Sharma
Indrajeet
I
D018943:Anthracyclines / Q000737:chemistry; D000880:Anthraquinones / Q000737:chemistry*; D001572:Benzofurans / Q000737:chemistry; D016227:Benzoquinones / Q000737:chemistry; D006900:Hydroxylation; D015394:Molecular Structure; D009279:Naphthacenes / Q000737:chemistry
D018943:Anthracyclines; D000880:Anthraquinones; D001572:Benzofurans; D016227:Benzoquinones; D009279:Naphthacenes; C082022:phthalide; C487736:naphthacene