4-Tolylboronic acid

4-Tolylboronic acid Structure
4-Tolylboronic acid structure
Common Name 4-Tolylboronic acid
CAS Number 5720-05-8 Molecular Weight 135.956
Density 1.1±0.1 g/cm3 Boiling Point 275.2±33.0 °C at 760 mmHg
Molecular Formula C7H9BO2 Melting Point 256-263 °C(lit.)
MSDS Chinese USA Flash Point 120.2±25.4 °C

Carbonic anhydrase inhibitors. Inhibition of the fungal beta-carbonic anhydrases from Candida albicans and Cryptococcus neoformans with boronic acids.

Bioorg. Med. Chem. Lett. 19 , 2642-5, (2009)

Inhibition of the beta-carbonic anhydrases (CAs, EC 4.2.1.1) from the pathogenic fungi Cryptococcus neoformans (Can2) and Candida albicans (Nce103) with a series of aromatic, arylalkenyl- and arylalkylboronic acids was investigated. Aromatic, 4-phenylsubstitu...

Direct palladium(II)-catalyzed synthesis of arylamidines from aryltrifluoroborates.

Org. Lett. 9th ed., 14 , 2394-2397, (2012)

A fast and convenient synthesis of arylamidines starting from readily available potassium aryltrifluoroborates and cyanamides is reported. The coupling was achieved by Pd(II)-catalysis in a one step 20 min microwave protocol using Pd(O(2)CCF(3)), 6-methyl-2,2...

Ruthenium(0)-catalyzed sp3 C-H bond arylation of benzylic amines using arylboronates.

Org. Lett. 7th ed., 14 , 1930-1933, (2012)

A Ru-catalyzed direct arylation of benzylic sp(3) carbons of acyclic amines with arylboronates is reported. This highly regioselective and efficient transformation can be performed with various combinations of N-(2-pyridyl) substituted benzylamines and arylbo...

Tandem-type Pd(II)-catalyzed oxidative Heck reaction/intramolecular C-H amidation sequence: a novel route to 4-aryl-2-quinolinones.

Chem. Commun. (Camb.) 36th ed., 48 , 4332-4334, (2012)

A novel catalytic method for synthesizing 4-aryl-2-quinolinones is reported. The process involves two mechanistically independent, sequential Pd(II)-catalyzed reactions--the oxidative Heck reaction and the intramolecular C-H amidation--both of which smoothly ...

Aryl boronic acid inhibition of synthetic melanin polymerization.

Bioorg. Med. Chem. Lett. 20 , 4475-8, (2010)

Inhibitors of melanin formation are sought after for a range of applications. Boronophenylalanine is known to inhibit melanogenesis via boronic acid-catechol interactions. A spectroscopic assay was developed to study the polymerization of l-dopa to synthetic ...

Rhodium-catalyzed asymmetric conjugate addition of arylboronic acids to nitroalkenes using olefin-sulfoxide ligands.

J. Org. Chem. 7th ed., 77 , 3071-3081, (2012)

An efficient rhodium/olefin-sulfoxide catalyzed asymmetric conjugate addition of organoboronic acids to a variety of nitroalkenes has been developed, where 2-methoxy-1-naphthyl sulfinyl functionalized olefin ligands have shown to be highly effective and are a...

Design and synthesis of boronic acid inhibitors of endothelial lipase.

Bioorg. Med. Chem. Lett. 22 , 1397-401, (2012)

Endothelial lipase (EL) and lipoprotein lipase (LPL) are homologous lipases that act on plasma lipoproteins. EL is predominantly a phospholipase and appears to be a key regulator of plasma HDL-C. LPL is mainly a triglyceride lipase regulating (V)LDL levels. T...

Pd-catalyzed direct arylation of phenylpyrazole: Synthesis of fipronil derivatives with aryl boronic acids promoted by a stoichiometric amount of NIS Zhang, X-H.; Han, J-S.; Zhong, P.

J. Fluor. Chem. 137 , 44-49, (2012)

Ligand-free copper-catalyzed coupling of nitroarenes with arylboronic acids Zhang, J.; et al.

Green Chem. 4th ed., 14 , 912-916, (2012)

Regioselective Arylation and Alkynylation of 2,3-Dibromo-1H-inden-1-one by Suzuki-Miyaura and Sonogashira Cross-Coupling Reactions Khera, R. A.; et al.

Helv. Chim. Acta 3rd ed., 95 , 469-482, (2012)