The influence of fluorine position on the properties of fluorobenzoxaboroles

• Four isomers of fluoro-substituted benzoxaboroles: synthesis, multinuclear NMR, pKa.
• Activity against several fungi.
• 6-Fluorobenzoxaborole: molecular and crystal structure compared with AN2690.

5-Fluoro-2,1-benzoxaborol-1(3H)-ol, a potent antifungal drug also known as Tavaborole or AN2690, has been compared with its three isomers in terms of its activity against several fungi as well as pKa and multinuclear NMR characterization. The molecular and crystal structure of 6-fluoro-2,1-benzoxaborol-1(3H)-ol was determined and compared with that of AN2690.

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