4-Hydroxyphenylboronic acid

Chemical Properties

off-white to light brown powder

Uses

4-Hydroxyphenylboronic acid can be used as a reactant in:

• Suzuki-Miyaura coupling and Stille coupling reactions.
• Palladium-catalyzed aminocarbonylation and cross-coupling reactions.
• Suzuki reaction for preparation of bio-supported palladium nanoparticles as phosphine-free catalysts.
• Cu₂O-catalyzed aerobic oxidative cross-coupling of tetrazoles.

It can also be used to prepare/promote:

• PDK1 inhibitory activity (cancer cell growth, survival, and tumorigenesis inhibitor).
• Rod-like dendronized polymers containing G4 and G5 ester dendrons via macromonomer approach by living ROMP.
• Estrone-derived cyclopamine analogs as Sonic Hedgehog signaling inhibitors for anti-cancer chemotherapeutics.
• Enzymatic inhibitors for the treatment of Gram-negative bacterial infections.
• Oligoarenes by Suzuki-Miyaura palladium-catalyzed cross-coupling.

Uses

4-Hydroxybenzeneboronic acid is used for Suzuki-Miyaura coupling and Stille coupling and potential for introducing different alkyl groups, palladium-catalyzed aminocarbonylation and cross-coupling reactions, bio-supported palladium nanoparticles as phosphine-free catalyst for Suzuki reaction in water and Cu2O-catalyzed aerobic oxidative cross-coupling of tetrazoles. It is also used in preparation of rod-like dendronized polymers.

Synthesis Reference(s)

Tetrahedron Letters, 37, p. 6705, 1996 DOI: 10.1016/S0040-4039(96)01468-2