56561-57-0

Usage

Synthesis Reference(s)

Tetrahedron Letters, 16, p. 1075, 1975 DOI: 10.1016/S0040-4039(00)72061-2

InChI:InChI=1/C7H4O3/c8-5-1-3-6(9)7(10)4-2-5/h1-4H

Upstream product

• 67-56-1 methanol 
• 15852-34-3 2,5-dihydroxycyclohepta-2,4,6-trien-1-one 

Downstream Products

• 344763-55-9 3-Phenyl-7H-cyclohepta-1,2,4-triazin-7-on-oxim 
• 88396-02-5 3-Phenyl-7H-cyclohepta-1,2,4-triazin-7-on 
• 125309-54-8 2,3-diphenylcycloheptapyrazino<2,3-g>quinoxalin-9-one 
• 15852-34-3 2,5-dihydroxycyclohepta-2,4,6-trien-1-one 
• 82832-99-3 2,10-dihydroxydicycloheptafuran-3,9-dione 
• 88396-03-6 3-(p-Tolyl)-7H-cyclohepta-1,2,4-triazin-7-on 

Relevant academic research and scientific papers

The Cerium(IV) Ammonium Nitrate Oxidation of 5-Hydroxy-2-methoxytropone to Bitropolonyl Derivatives and One-Step Synthesis of 3-Methoxy-p-tropoquinone

Unlike the benzenoid equivalent, p-methoxyphenol, the cerium(IV) ammonium nitrate (CAN)-oxidation of 5-hydroxy-2-methoxytropone gave C-C coupling products.On the other hand, either by thallium(III) nitrate (TTN) or CAN at 50 deg C, 5-hydroxytropolone, a free tropolone, gave 3-methoxy-p-tropoquinone together with p-tropoquinone and 8-oxabicyclooctenone derivatives, but no dimeric product.

A Mild Silver Salt-induced Oxidation of Dibromo-5-hydroxytropolones to Dibromo-p-tropoquinones

The treatment of 3,6-dibromo, 3,7-dibromo, 4,6-dibromo-, and unsubstituted 5-hydroxytropolones with silver acetate in acetone gave the corresponding p-tropoquinones in good yields.When this reaction was carried out in protic solvents, some of these tropoquinones underwent further attack by solvent nucleophiles to give Michael-adducts or ring-contracted cyclohexadienones.