4347-31-3

Usage

Uses

Used in Pharmaceutical Industry:
2-Formylthiophene-3-boronic acid is used as a reactant for Suzuki cross-coupling reactions, which are widely employed in the synthesis of pharmaceutical compounds. This reaction allows for the formation of carbon-carbon bonds, enabling the creation of complex molecular structures with potential therapeutic applications.
Used in Chemical Synthesis:
2-Formylthiophene-3-boronic acid is used as a reactant for the preparation of boronic acid esters. Boronic acid esters are important intermediates in various chemical syntheses, including the production of agrochemicals, dyes, and other specialty chemicals. The versatility of 2-formylthiophene-3-boronic acid makes it a valuable component in the development of new chemical entities and materials.

InChI:InChI=1/C5H5BO3S/c7-3-5-4(6(8)9)1-2-10-5/h1-3,8-9H

Downstream Products

• 936833-14-6 CH₃CH₂OC₆H₄OC₆H₃SO₃HC₄H₂SCHO 
• 666841-73-2 3-(2-methoxyphenyl)thiophene-2-carboxaldehyde 
• 1229168-48-2 tert-butyl 2-(2-formylthiophen-3-yl)-4,5-dimethoxyphenethyl(methyl)carbamate 
• 1283600-45-2 methyl 2-(2-formylthiophen-3-yl)-5-methoxybenzoate 
• 953062-84-5 2-(2-formylthiophen-3-yl)-5-methoxybenzoic acid 
• 26170-85-4 3-Phenyl-2-thiophenecarboxaldehyde 
• 700845-17-6 7-[(2,4-dichloro-5-methoxyphenyl)amino]-2-(2-formylthien-3-yl)thieno[3,2-b]pyridine-6-carbonitrile 
• 460747-92-6 4-(3-(2-formyl-thien-3-yl)-2-{2-[(2R)-2-methyl-1-pyrrolidinyl]ethyl}-1-benzofuran-5-yl)benzonitrile 
• 606123-19-7 3-[3,5-di-tert-butyl-2-(3,3-difluoropropoxy)benzene]-2-formylthiophene 
• 606122-88-7 3-[3,5-di-iso-propyl-2-(2,2,2-trifluoroethoxy)benzene]-2-formylthiophene 
• 606123-13-1 3-[5-ethyl-3-tert-butyl-2-(3-fluoropropoxy)benzene]-2-formylthiophene 
• 606122-87-6 3-[3,5-di-iso-propyl-2-(3-fluoropropoxy)benzene]-2-formylthiophene 
• 606123-12-0 3-[5-ethyl-3-tert-butyl-2-(2,2-difluoroethoxy)benzene]-2-formylthiophene 
• 606122-86-5 3-[3,5-di-iso-propyl-2-(2,2-difluoroethoxy)benzene]-2-formylthiophene 

Relevant academic research and scientific papers

On the directing effect of boronate groups in the lithiation of boronated thiophenes

An investigation of thiophene boronates has revealed the usefulness of a metalation reaction in the synthesis of various lithiated thiophene boronates, which were further converted to functionalized thiopheneboronic derivatives. The lithiation of 2- and 3-thienylboronic N-butyldiethanolamine (BDEA) esters with lithium diisopropylamide and lithium 2,2,6,6-tetramethylpiperidide showed that both boronated thiophenes were readily deprotonated. In the latter case, lithiation at the 2-position adjacent both to sulfur and the borocanyl group is thermodynamically favoured due to the significant stabilizing effect of the borocanyl group. Further derivatization with a range of electrophiles followed by hydrolysis afforded various 2-substituted 3-thiopheneboronic acids. Lithiation of the corresponding thiopheneboronic "ate" complexes of the type [ThB(OR)3]Li revealed that the 2-thienyl derivatives could not be effectively deprotonated, whereas the "ate" complex, [3-ThB(OEt)3]Li, was selectively lithiated with nBuLi at C-2. This points to a directing effect of the anionic boronate moiety. The resulting bimetallic species, [(2-Li-3-Th)B(OEt)3]Li, underwent ring-closing dimerization upon heating to give, after subsequent hydrolysis, 4,8-dihydro-4,8-dihydroxy-p-diborino[2,3-b:5,6-b′]dithiophene - a cyclic diborinic acid. A computational study of the lithiation of boronated thiophenes and furans proved that boronation decreases ring-proton acidity. This effect is much stronger for the boronic "ate" complexes than for the corresponding neutral BDEA esters. Calculations of the transition states have shown that the specific directing effect of boronate groups in 3-thienyl derivatives is due to intramolecular oxygen-lithium coordination.

Thieno[2,3-c]iosquinolines for use as inhibitors of parp

Heterocyclic derivatives, including derivatives of thieno[2,3-c]isoquinolin-3-one and their use in therapy as inhibitors of poly(ADP-ribose) polymers (PARP), for use in the prevention and treatment of tissue damage due to ischaemia and reperfusion, degene

Propanoic acid derivatives

Propanoic acid derivatives of formula (1) are described: Ar—X1—Ar1—Z—R??(1) in which Ar is a nitrogen base containing group; X1is linker atom or group; Ar1is an optionally substituted 5- or 6-membered nitrogen-containing aromatic or non-aromatic monocycle; Z is a group —CH(R13)CH2— [in which R13is an optionally substituted aliphatic, cycloaliphatic, heteroaliphatic, heterocycloaliphatic, aromatic or heteroaromatic group], —C(R12a)(R13)—CH(R12b)— [in which R12aand R12btogether with the carbon atoms to which they are attached form a C3-7cycloalkyl group] or C(R13)═CH—; R is a carboxylic acid (—CO2H) or a derivative or biostere thereof; and the salts, solvates, hydrates and N-oxides thereof. The compounds are able to inhibit the binding of αVintegrins to their ligands and are of use in the prophylaxis and treatment of immune or inflammatory disorders.

Oxaboroles and salts thereof, and their use as biocides

A method for the protection of a medium by susceptible to microbial attack by the treatment of the medium with an oxaborale or a salt of an oxaborale.