Organic Boronic Acids and Boronic Acid Esters in Industrial Synthesis

ChemInform ◽  
2004 ◽  
Vol 35 (25) ◽  
Author(s):  
Roland Zenk ◽  
Steffen Partzsch
Keyword(s):  
Boronic Acid ◽  
Boronic Acids ◽  
Industrial Synthesis ◽  
Acid Esters

scholarly journals A Theoretical Model to Study the Interaction Between Boronic Acids and Insulin

2020 ◽  
Author(s):  
Durgesh Kumar ◽  
Kamlesh Kumari ◽  
PRASHANT SINGH
Keyword(s):  
Amino Acids ◽  
Theoretical Model ◽  
Boronic Acid ◽  
Significant Interaction ◽  
Biological Activities ◽  
Boronic Acids ◽  
Biological Molecules ◽  
Computational Tools ◽  
Medical Expertise ◽  
Stabilizing Agents

Boronic acids are widely used in various applications in view of their ability to recognize and bind at specific sites of the biological molecules to mimic several processes. Therefore, this has attracted the researchers, academician and medical expertise to explore them. In the present work, the authors have designed a theoretical approach to study the interaction of boronic acid with insulin using computational tools. A library of boronic acids (114 compounds) are designed, optimized and interacted with insulin using computational tools i.e. iGEMDOCK. Further, their different biological activities and toxicity are determined. Results indicates the promising potential of the boronic acids on interaction with the insulin. Amongst, 114 molecules of boronic acids, 3-Benzyloxyphenylboronic acid (71) showed the best interaction with amino-acids of insulin and significant interaction was shown with the Glu21 and His5 residues. Further, these results were compared with the stabilizing agents and found to be more potent.

(DPEPhos)Ni(mesityl)Br: An Air-Stable Pre-Catalyst for Challenging Suzuki–Miyaura Cross-Couplings Leading to Unsymmetrical Biheteroaryls

Synlett ◽  
2018 ◽  
Vol 29 (06) ◽  
pp. 799-804 ◽  
Author(s):  
Mark Stradiotto ◽  
Ryan Sawatzky
Keyword(s):  
Boronic Acid ◽  
Cross Coupling ◽  
Boronic Acids ◽  
Mild Conditions

The successful application of (DPEPhos)Ni(mesityl)Br (C1) as a pre-catalyst in the Suzuki–Miyaura cross-coupling of heteroaryl chlorides or bromides and heteroaryl boronic acids is reported. The use of C1 in this context allows for such reactions to be conducted under mild conditions (2 mol% Ni, 25 °C), including cross-couplings leading to unsymmetrical biheteroaryls. Successful transformations of this type involving problematic pyridinyl boronic acid substrates (10 mol% Ni, 60 °C) are also described.

scholarly journals Carbonylative Suzuki–Miyaura couplings of sterically hindered aryl halides: synthesis of 2-aroylbenzoate derivatives

2020 ◽  
Vol 18 (9) ◽  
pp. 1754-1759 ◽  
Author(s):  
Aya Ismael ◽  
Troels Skrydstrup ◽  
Annette Bayer
Keyword(s):  
Boronic Acid ◽  
Boronic Acids ◽  
Aryl Halides ◽  
Aryl Bromides ◽  
Sterically Hindered

A new protocol for carbonylative coupling of sterically hindered aryl bromides with boronic acids featuring slow addition of the boronic acid as a strategy to suppress unwanted non-carbonylative couplings for sterically hindered aryl bromides.

Fructose-Permeable Liquid Membranes Containing Boronic Acid Carriers

2004 ◽  
Vol 57 (4) ◽  
pp. 291 ◽  
Author(s):  
Peter J. Duggan
Keyword(s):  
Boronic Acid ◽  
Potential Application ◽  
Transport Process ◽  
Boronic Acids ◽  
The Other ◽  
Environmentally Benign ◽  
Considerable Progress ◽  
Liquid Membranes ◽  
Other Hand ◽  
Careful Investigation

Liquid membranes that contain boronic acids have potential application in environmentally benign industrial D-fructose production. This review describes our efforts to develop boronic acid carriers that promote high fluxes, that are resistant to leaching, and that are highly selective for fructose over other sugars. Considerable progress has been made with multidentate boronic acid carriers. Initial attempts to transport D-fructose as macrocyclic β-D-fructopyranose diesters appeared to suffer from competitive transport of macrocyclic α-D-glucofuranose diesters, and did not lead to high D-fructose selectivity. On the other hand, carriers that can bind multiple equivalents of D-fructose as tridentate β-D-fructofuranose esters have been much more effective. Unfortunately, D-fructose selectivity is still apparently limited by a competitive and boronic acid-independent non-selective ‘mobile fixed site relay’ transport process. However, further progress will be possible through improved carrier design, careful investigation of the various stages of the transport process, and the use of more industrially useful membrane configurations.

scholarly journals Fructose controlled ionophoric activity of a cholate–boronic acid

2014 ◽  
Vol 12 (16) ◽  
pp. 2576-2583 ◽  
Author(s):  
James R. D. Brown ◽  
Inmaculada C. Pintre ◽  
Simon J. Webb
Keyword(s):  
Boronic Acid ◽  
Boronic Acids ◽  
Phospholipid Bilayers ◽  
Ionophoric Activity

The transport of Na+ through phospholipid bilayers by Wulff-type boronic acids at pH 8.2 is reported. Concentrations of fructose greater than 5 mM strongly inhibited ionophoric activity.

scholarly journals Catalytic asymmetric aza-Michael addition of fumaric monoacids with multifunctional thiourea/boronic acids

2019 ◽  
Vol 17 (9) ◽  
pp. 2331-2335 ◽  
Author(s):  
Kenichi Michigami ◽  
Hiroki Murakami ◽  
Takeru Nakamura ◽  
Noboru Hayama ◽  
Yoshiji Takemoto
Keyword(s):  
Michael Addition ◽  
Boronic Acid ◽  
Boronic Acids ◽  
Acid Catalysts ◽  
Catalytic Asymmetric

Chiral multifunctional thiourea/boronic acid catalysts enabled the synthesis of N-hydroxyaspartate derivatives applicable for KAHA amidation through acid-β selective aza-Michael addition.

Visible-light-mediated photoredox minisci C–H alkylation with alkyl boronic acids using molecular oxygen as an oxidant

2020 ◽  
Vol 56 (83) ◽  
pp. 12652-12655 ◽  
Author(s):  
Jianyang Dong ◽  
Fuyang Yue ◽  
Hongjian Song ◽  
Yuxiu Liu ◽  
Qingmin Wang
Keyword(s):  
Visible Light ◽  
Molecular Oxygen ◽  
Boronic Acid ◽  
Room Temperature ◽  
Boronic Acids ◽  
Acid Activation ◽  
Alkylation Reactions

Direct visible-light-mediated Minisci C–H alkylation reactions of N-heteroarenes with alkyl boronic acids at room temperature with molecular oxygen as an oxidant and boronic acid activation reagent were reported.

Hierarchical supramolecules and organization using boronic acid building blocks

2015 ◽  
Vol 51 (11) ◽  
pp. 2005-2020 ◽  
Author(s):  
Yuji Kubo ◽  
Ryuhei Nishiyabu ◽  
Tony D. James
Keyword(s):  
Smart Materials ◽  
Boronic Acid ◽  
Building Blocks ◽  
Boronic Acids ◽  
Feature Article

Current progress on hierarchical supramolecules using boronic acids has been highlighted in this feature article. The feasibility of the structure-directing ability is fully discussed from the standpoint of the generation of new smart materials.

scholarly journals An efficient methodology to introduce o-(aminomethyl)phenyl-boronic acids into peptides: alkylation of secondary amines

2017 ◽  
Vol 41 (1) ◽  
pp. 126-133 ◽  
Author(s):  
Erik T. Hernandez ◽  
Igor V. Kolesnichenko ◽  
James F. Reuther ◽  
Eric V. Anslyn
Keyword(s):  
Boronic Acid ◽  
Boronic Acids ◽  
Secondary Amines

Three synthetically accessible approaches were developed to make complex multi-boronic acid peptides.

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