106551-35-3

Upstream product

• 1450-72-2 5-methyl-2-hydroxyacetophenone 
• 118-91-2 ortho-chlorobenzoic acid 
• 609-65-4 o-chlorobenzoyl chloride 

Downstream Products

• 106551-53-5 2-(2'-chlorophenyl)-6-methyl-3-bromoflavone 
• 106551-40-0 1-(2-hydroxy-5-methylphenyl)-3-(2-chlorophenyl)propane-1,3-dione 

Relevant academic research and scientific papers

A New Protocol for Total Synthesis of Natural Product Frutinone A and Its Derivatives

A new protocol for total synthesis of natural product frutinone A was accomplished in three steps by using inexpensive 2′-hydroxyacetophenone as starting material. The key intermediate 3-(2-chlorobenzoyl)-4-hydroxycoumarin was synthesized in one pot through Baker-Venkataraman rearrangement of 2-acetylphenyl 2-chlorobenzoate followed by introduction of methyl chloroformate under basic conditions. Then, base-promoted intramolecular nucleophilic substitution reaction of 3-(2-chlorobenzoyl)-4-hydroxycoumarin provided frutinone A in excellent yield. The synthetic route features good yield, transition metal-free and mild reaction conditions, and high tolerance for functionality, thereby allowing easy substitutions around the frutinone A core.

New synthesis of 3-bromoflavones via bromination of 1-(2-hydroxyphenyl)-3- arylpropane-1,3-dione by CuBr2, and conversion into 3-aminoflavones

A new synthesis of 3-bromoflavones from 1-(2-hydroxyphenyl)-3-arylpropane- 1,3-dione using CuBr2 is described. The usefulness of 3-bromoflavone as a precursor of 3-aminoflavone is also described. Copyright