Boronic acids and derivatives play important roles in organic synthesis and medicinal chemistry Full-time JobApr 1st, 2022 at 09:09 Training Baia Sprie 82 views
Arylboronic acids are important reagents for the construction of carbon-carbon bonds and carbon-heteroatom bonds. Especially, arylboronic acid esters have the advantages of high stability, low toxicity, and easy operation, and are widely used in the synthesis of drugs and active natural products. .In addition, in biology, material science and medical research, arylboronic acids have been widely used in carbohydrate sensors, enzyme inhibitors and nucleoside and carbohydrate transport carriers. Therefore, the development of efficient and mild aromatic The synthesis method of boronic acid has always been the focus of chemists. The crosscoupling of arylboronic acids and derivatives with DASTtype reagents under mild and metalfree conditions to directly afford sulfinamides in moderate to good yields. Moreover, sulfonamides were obtained after a simple oxidation reaction. The reaction mechanism was investigated by 18Olabeling experiments, and the synthetic utility was demonstrated by the sulfoxidation of natural products.
Bis(pinacolato)diboron is widely used in the catalytic monoboration and diboration of carbon–carbon multiple bonds. Although known for over 90 years, only in the past two decades has the chemistry of diboron compounds been extensively explored. Many interesting structural features and reaction patterns have emerged, and more importantly, these compounds now feature prominently in both metal-catalyzed and metal-free methodologies for the formation of B–C bonds and other processes.
Organoboric acid is a class of organoboron compounds with the general formula R-B(OH)2, also known as hydrocarbyl boronic acid. It is a product in which one hydroxyl group of boronic acid (B(OH)3) is replaced by an organic group. Organoboronic acid is more stable than its inorganic acid parent (HB(OH)2), but it can still be hydrolyzed under acidic conditions to generate boronic acid. Organoboronic acid has important applications in organic synthesis, such as Suzuki coupling reaction. Due to their versatility as synthetic intermediates in the preparation of complex molecules, boronic acids and derivatives play important roles in organic synthesis and medicinal chemistry.
Potassium trifluoroborates are a special class of organoboron reagents that offer several advantages over the corresponding boronic acids and esters in that they are moisture- and air-stable, and are remarkably compliant with strong oxidative conditions. Sodium tetrafluoroborate is an inorganic compound with formula NaBF4. It is a salt that forms colorless or white water-soluble rhombic crystals and is soluble in water (108 g/100 mL) but less soluble in organic solvents. Sodium tetrafluoroborate is used in some fluxes used for brazing and to produce boron trifluoride. Potassium Trifluoroborate and Tetrafluoroborate Salts are both a class of compounds with the anion BF4−.
Chiral compounds refer to the same molecular weight and molecular structure, but the left and right arrangements are opposite, such as the real object and its enantiomer in the mirror. Human's left and right hands have the same structure, and the order from the big to the little finger is also the same, but the order is different. The left hand is from left to right, and the right hand is from the opposite, so it is called "chirality". That is, a pair of molecules. A chiral compound can contain no improper axis of rotation (Sn), which includes planes of symmetry and inversion center. Chiral molecules are always dissymmetric (lacking Sn) but not always asymmetric (lacking all symmetry elements except the trivial identity). Asymmetric molecules are always chiral.
Alkylboronic acids such as methylboronic acid and butylboronic acid are highly active catalysts for the dehydrative amide condensation of α-hydroxycarboxylic acids. The catalytic activities of these alkylboronic acids are much higher than those of the previously reported arylboronic acids. Alkenyl and alkyl acids are substituted boronic acids with carbon-boron bonds, represented by R-B(OH)2. These Lewis acids are "green" compounds due to their inherent low toxicity and rapid environmental degradation. We provide high quality alkenyl acids for alkylboronic acid derivative formation and other chemical synthesis applications.
Alkenyl boronic acids are important organic synthons that are widely used in the preparation of high value-added alkenyl compounds and multifunctional alkyl boronic acid esters. Cross-coupling or lithium-halide exchange-boration reactions of alkenyl halides and their analogs are a common method for preparing alkenyl boronic esters. However, the alkenylboronic acids derivatives and their analogs are relatively expensive and complicated to prepare, which limits the general use of this method to a certain extent. Hydroboration and carboration of alkynes are another commonly used method for the preparation of alkenyl boronic esters. However, most of the hydroboration reactions of terminal alkynes can only produce 1,2-disubstituted alkenyl boronate esters, and rarely 1,1-disubstituted alkenyl boronate esters; hydroboration of asymmetric internal alkynes or carbon The boronation reaction lacks practical value due to the lack of regioselectivity.
Due to their versatility as synthetic intermediates in the preparation of complex molecules, boronic acids and boronic acid derivatives play important roles in organic synthesis and medicinal chemistry. Boric acid is also one of the basic raw materials for the production of other borides, such as heterocyclic boronic acids and derivatives, other compounds, intermediate and so on.