Highly efficient preparation of aryl beta-diketo acids with tert-butyl methyl oxalate.
An improved and efficient oxalylation of aryl methyl ketones was accomplished with tert-butyl methyl oxalate. This is the key step in constructing the pharmacophore of aryl beta-diketo acids, which represent a promising new class of HIV-1 integrase inhibitors. Structurally diverse aryl beta-diketo acids, including bisdiketo acids, can be prepared rapidly in impressive yields under mild conditions with this method. Advantages over conventional methods with dimethyl (or diethyl) oxalate were observed in both yield and reaction time.
Jiang
Xiao-Hua
XH
State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institutes for Biological Sciences, CAS, 555 Zuchongzhi Road, Shanghai 201203, China.
Song
Lai-Dong
LD
Long
Ya-Qiu
YQ
D020650:Combinatorial Chemistry Techniques; D019428:HIV Integrase Inhibitors / Q000138:chemical synthesis; D006801:Humans; D007651:Keto Acids / Q000138:chemical synthesis*; D019815:Oxalic Acid / Q000737:chemistry
D019428:HIV Integrase Inhibitors; D007651:Keto Acids; D019815:Oxalic Acid