400755-52-4

Upstream product

• 648915-53-1 2-acetylphenyl 2,4-dichlorobenzoate 
• 89-75-8 2,4-dichlorobenzoyl chloride 
• 118-93-4 o-hydroxyacetophenone 

Downstream Products

• 141109-90-2 2-(2,4-dichlorophenyl)-4H-chromen-4-one 

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.