112292-38-3

Upstream product

• 33816-51-2 5-bromo-2-methoxycyclohepta-2,4,6-trien-1-one 
• 109-89-7 diethylamine 

Downstream Products

• 112292-39-4 5-(3,5-Di-tert-butyl-4-trimethylsilanyloxy-phenyl)-2-diethylamino-cyclohepta-2,4,6-trienone 
• 112292-34-9 5-(3,5-di-t-butyl-4-hydroxyphenyl)tropolone 
• 112292-35-0 5-(3,5-Di-tert-butyl-4-oxo-cyclohexa-2,5-dienylidene)-cyclohepta-3,6-diene-1,2-dione 

Relevant academic research and scientific papers

Regioselective nucleophilic substitution of 5-bromo-2-methoxytropone

The reaction of 5-bromo-2-methoxytropone with O- and N-nucleophiles, such as ethanol/potassium carbonate, sodium hydroxide, diethylamine, propylamine, p-chloroaniline/triethylamine, and p-phenylenediamine/triethylamine, gave corresponding 2-O- and 2-N-substituted troponoids. Alkyl diamines reacted with the substrate to produce bis(2-aminotropone)s. In the case of S-nucleophiles as 1-propanethiol, thiophenol, and 4-aminothiophenol with a base, the regioselective substitution at the 5-position occurred. Halogenation reagents, triphenyldibromophosphorane and its dichloro analogue, furnished 2,5-dibromo- and 2,5-dichlorotropones, respectively.

NOVEL DIPHENOQUINONE-TYPE REDOX SYSTEMS CONTAINING SEVEN-MEMBERED QUINONOID STRUCTURE

5-(3,5-Di-t-butyl-4-hydroxyphenyl)tropolone (5) and 5,5'-bitropolone (7) were synthesized using transition-metal-catalyzed coupling reactions.Oxidation of 5 afforded the diphenoquinone-type trione (6); however, 7 could not be converted into 8.The quinonoid character of 6 is discussed on the basis of the electrochemical redox behavior.