dioxaborole
Dioxaborole is a class of organoboron compounds that feature a five-membered ring containing one boron atom and two adjacent oxygen atoms, collectively termed a 1,3,2-dioxaborolane motif. This ring can exist as a simple cyclic boronate ester derived from boronic acids and diols, or as part of larger fused systems such as benzoxaboroles, where the dioxaborolane ring is fused to an aromatic ring.
A notable member is tavaborole, a benzoxaborole antifungal agent approved for the topical treatment of onychomycosis.
In organic synthesis, dioxaborolane rings provide versatile boron sources for cross-coupling reactions, particularly Suzuki–Miyaura couplings. The
Preparation generally involves condensation of a boronic acid with a diol, such as ethylene glycol or pinacol,
Dioxaboroles are studied in medicinal chemistry and materials science for their unique boron-oxygen chemistry and Lewis