69139-95-3

Upstream product

• 78250-27-8 1-phenyl-4-hydroxy-2-naphthoic acid 
• 108-24-7 acetic anhydride 
• 119-61-9 benzophenone 
• 99303-73-8 methyl ester of 4-acetoxy-1-phenyl-2-naphthoic acid 
• 78250-28-9 ethyl 4-acetoxy-1-phenyl-2-naphthoate 

Downstream Products

• 69139-94-2 4-(4-hydroxy-1-phenyl-naphthalene-2-carbonyl)-morpholine 
• 69139-93-1 4-(4-acetoxy-1-phenyl-naphthalene-2-carbonyl)-morpholine 

Relevant academic research and scientific papers

Rh-Catalyzed Cyclization of 3-Aryloxycarbonyldiazonaphthoquinones for the Synthesis of β-Phenylnaphthalene Lactones and Formal Synthesis of Pradimicinone

In this study, we developed a novel method for the synthesis of β-phenylnaphthalene lactones. The diazo-transfer reactions of 2-azido-1,3-dimethylimidazolinium chlorides to 3-aryloxycarbonyl-1-naphthols proceeded smoothly to give corresponding 3-aryloxycarbonyldiazonaphthoquinones in high yields. These intermediates were further transformed to β-phenylnaphthalene lactones through a Rh-catalyzed intramolecular formal C-H insertion reaction. This method of lactone formation was efficiently applied to the formal total synthesis of pradimicinone.