Thiophene-2-boronic acid is a reagent used for Palladium-catalyzed Suzuki-Miyaura cross-couplings, Copper-catalyzed nitration reactions, Chain-growth catalyst transfer polycondensation of conjugated alternating copolymer, Ferric perchlorate-promoted reaction of fullerene to give fullerenyl boronic esters. It is also used in the preparation of Amino pyridine-based inhibitors of mitotic kinase Nek2 with potential antipoliferative effects in cancer tumors.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
Thiophene-2-boronic acid is a reagent used for Palladium-catalyzed Suzuki-Miyaura cross-couplings, Copper-catalyzed nitration reactions, Chain-growth catalyst transfer polycondensation of conjugated alternating copolymer, Ferric perchlorate-promoted reaction of fullerene to give fullerenyl boronic esters. It is also used in the preparation of Amino pyridine-based inhibitors of mitotic kinase Nek2 with potential antipoliferative effects in cancer tumors.
Solubility
Soluble in methanol.
Notes
Store in a cool, dry conditions, in well sealed conditions. Store away from oxidizing agents.
RUO – Research Use Only
General References:
- Guo-Ping Lu; Karl R Voigtritter; Chun Cai; Bruce H Lipshutz. Ligand effects on the stereochemical outcome of Suzuki-Miyaura couplings. Journal of Organic Chemistry. 2012, 77, (8), 3700-3703.
- Fa-Bao Li; Xun You; Tong-Xin Liu; Guan-Wu Wang. Fullerenyl boronic esters: ferric perchlorate-mediated synthesis and functionalization. Organic Letters. 2012, 14 (7), 1800-1803.
- Suzuki coupling (see Appendix 5) to a polymer-bound aryl iodide gives the 2-arylthiophene derivative in high yield: J. Org. Chem., 61, 5169 (1996).