4-Methoxyphenylboronic acid

4-Methoxyphenylboronic acid Structure
4-Methoxyphenylboronic acid structure
Common Name 4-Methoxyphenylboronic acid
CAS Number 5720-07-0 Molecular Weight 151.96
Density 1.2±0.1 g/cm3 Boiling Point 306.8±44.0 °C at 760 mmHg
Molecular Formula C7H9BO3 Melting Point 204-206 °C(lit.)
MSDS Chinese USA Flash Point 139.3±28.4 °C
Symbol GHS07
GHS07
Signal Word Warning

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...

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 ...

An efficient base-free N-arylation of imidazoles and amines with arylboronic acids using copper-exchanged fluorapatite.

J. Org. Chem. 71 , 9522, (2006)

N-Arylation of imidazoles and amines with arylboronic acids was accomplished with copper-exchanged fluorapatite (CuFAP) in methanol at room temperature. The products N-arylimidazoles and N-arylamines were isolated in good to excellent yields. A variety of ary...

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 ...

Discovery of boronic acids as novel and potent inhibitors of fatty acid amide hydrolase.

J. Med. Chem. 51 , 7057-7060, (2008)

A series of commercial phenyl-, heteroaryl-, alkyl-, and alkenylboronic acids were evaluated for their FAAH and MGL inhibitory activities. The compounds were generally selective for FAAH, with IC50 in the nanomolar or low-micromolar range. Eight of these comp...

Synthesis and photophysical investigation of a series of push-pull arylvinyldiazine chromophores.

J. Org. Chem. 8th ed., 77 , 4087-4096, (2012)

A new series of push-pull arylvinyldiazines has been efficiently prepared by aldol condensation between the appropriate methyldiazine and aromatic aldehyde. The optical absorption and emission properties of these chromophores were studied in different solvent...

Copper-mediated aerobic fluoroalkylation of arylboronic acids with fluoroalkyl iodides at room temperature.

J. Am. Chem. Soc. 15th ed., 134 , 6548-6551, (2012)

A Cu-mediated ligandless aerobic fluoroalkylation of arylboronic acids under mild conditions is described for the first time. The reaction tolerates a wide range of functional groups, allowing for further transformation. Mechanistic studies suggest that [R(f)...

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...

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)