Gerecke, Max’s team published research in Heterocycles in 1994-12-31 | CAS: 111562-32-4

Heterocycles published new progress about Anxiolytics. 111562-32-4 belongs to class pyrazoles-derivatives, name is 2-(1H-Pyrazol-3-yl)aniline, and the molecular formula is C9H9N3, HPLC of Formula: 111562-32-4.

Gerecke, Max published the artcileNew tetracyclic derivatives of imidazo[1,5-a][1,4]benzodiazepines and of imidazo[1,5-a]thieno[3,2-f][1,4]diazepines, HPLC of Formula: 111562-32-4, the main research area is anxiolytic imidazobenzodiazepine imidazothienodiazepine preparation.

The synthesis of new tetracyclic 1,4-diazepine derivatives is described. In these compounds, an addnl. five-membered heterocycle is fused on the known tricyclic ring systems imidazo[1,5-a][1,4]benzodiazepine and imidazo[1,5-a]thieno[3,2-f][1,4]diazepine. Many of these new compounds display a very high affinity to the benzodiazepine receptor in mammals.

Heterocycles published new progress about Anxiolytics. 111562-32-4 belongs to class pyrazoles-derivatives, name is 2-(1H-Pyrazol-3-yl)aniline, and the molecular formula is C9H9N3, HPLC of Formula: 111562-32-4.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Janjic, Monika’s team published research in Helvetica Chimica Acta in 2011-09-20 | CAS: 111562-32-4

Helvetica Chimica Acta published new progress about Cyclization. 111562-32-4 belongs to class pyrazoles-derivatives, name is 2-(1H-Pyrazol-3-yl)aniline, and the molecular formula is C9H9N3, COA of Formula: C9H9N3.

Janjic, Monika published the artcileA Simple Synthesis of 5-(2-Aminophenyl)-1H-pyrazoles, COA of Formula: C9H9N3, the main research area is aminophenylpyrazole multistep synthesis; pyrazole multistep aminophenyl synthesis; enamino ketone preparation cyclization hydrazine; nitrophenylpyrazole preparation hydrogenation.

A four-step synthesis of 1-substituted 5-(2-aminophenyl)-1H-pyrazoles as a novel type of histamine analog and versatile building blocks for further transformations was developed. The synthesis starts from com. available 2-nitroacetophenone, which is converted into the enamino ketone (E)-2-O2NC6H4COCH:CHNMe2 (I) as the key intermediate. Cyclization of the key intermediate (I) with monosubstituted hydrazines afforded the 5-(2-nitrophenyl)-1H-pyrazoles. Finally, catalytic hydrogenation of the nitro compounds furnished the title compounds in good yields. As demonstrated by some further transformations, addnl. functionalization of 5-(2-nitrophenyl)-1H-pyrazoles and 5-(2-aminophenyl)-1H-pyrazoles is feasible, either by electrophilic substitution at C(4) of the pyrazole ring, or at the NH2 group.

Helvetica Chimica Acta published new progress about Cyclization. 111562-32-4 belongs to class pyrazoles-derivatives, name is 2-(1H-Pyrazol-3-yl)aniline, and the molecular formula is C9H9N3, COA of Formula: C9H9N3.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Acosta, Paola’s team published research in Monatshefte fuer Chemie in 2017-02-28 | CAS: 111562-32-4

Monatshefte fuer Chemie published new progress about Absorption spectra. 111562-32-4 belongs to class pyrazoles-derivatives, name is 2-(1H-Pyrazol-3-yl)aniline, and the molecular formula is C9H9N3, Formula: C9H9N3.

Acosta, Paola published the artcileSynthesis and study of the electronic properties of pyrazolo[1,5-c]pyrrolo[1,2-a]quinazoline and pyrazolo[1,5-c]pyrido[1,2-a]quinazoline derivatives, Formula: C9H9N3, the main research area is pyrazolyl aniline chlorobutanone acetic acid catalyst tandem cyclization; pyrazolopyrroloquinazoline preparation electronic property; pyrazolopyridoquinazoline preparation electronic property; chlorohexanone pyrazolyl aniline acetic acid catalyst tandem cyclization.

Pyrazolo[1,5-c]pyrrolo[1,2-a]quinazoline and pyrazolo[1,5-c]pyrido[1,2-a]quinazoline derivatives were prepared by a double cyclization cascade type reaction between 2-(1H-pyrazol-5-yl)anilines and ω-chloroketones using acetic acid both as catalyst and solvent. The electronic and redox properties characterization of the new compounds offered a new alternative in luminescence applications due to the interesting (π-π*) displayed in their absorption spectra with remarkable values between 151.408-271.274 M-1 cm-1. Furthermore, the fluorescence quantum yields were in the range of 0.6-0.1. The redox properties were dependent of the unsaturation degree of their fused heterocyclic rings, as well as, the substituents at 6- and 11a-positions ruled out the absorption, emission and redox behavior of these compounds

Monatshefte fuer Chemie published new progress about Absorption spectra. 111562-32-4 belongs to class pyrazoles-derivatives, name is 2-(1H-Pyrazol-3-yl)aniline, and the molecular formula is C9H9N3, Formula: C9H9N3.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Ihara, Hideki’s team published research in Chemistry Letters in 2011-09-05 | CAS: 111562-32-4

Chemistry Letters published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 111562-32-4 belongs to class pyrazoles-derivatives, name is 2-(1H-Pyrazol-3-yl)aniline, and the molecular formula is C9H9N3, COA of Formula: C9H9N3.

Ihara, Hideki published the artcileRuthenium-catalyzed C-H silylation of methylboronic acid using a removable α-directing modifier on the boron atom, COA of Formula: C9H9N3, the main research area is ruthenium catalyst silylation methylboronic acid; silylborane preparation cross coupling aryl halide palladium catalyst.

Ruthenium-catalyzed C-H silylation of methylboronic acid was achieved by use of 2-(1H-pyrazol-3-yl)aniline as a removable α-directing modifier on the boron atom. Cross-coupling of the product, i.e., (phenyldimethylsilyl)methylpinacolborane, with aryl halides proceeded in the presence of a [PdCl2(dppf)] catalyst and CsOH as a base.

Chemistry Letters published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 111562-32-4 belongs to class pyrazoles-derivatives, name is 2-(1H-Pyrazol-3-yl)aniline, and the molecular formula is C9H9N3, COA of Formula: C9H9N3.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Salvado, Oriol’s team published research in Organic Letters in 2022-07-15 | CAS: 111562-32-4

Organic Letters published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 111562-32-4 belongs to class pyrazoles-derivatives, name is 2-(1H-Pyrazol-3-yl)aniline, and the molecular formula is C9H9N3, Synthetic Route of 111562-32-4.

Salvado, Oriol published the artcileStereoselective Cyclopropanation of 1,1-Diborylalkenes via Palladium-Catalyzed (Trimethylsilyl)diazomethane Insertion, Synthetic Route of 111562-32-4, the main research area is diborylalkene preparation silyl cyclopropanation insertion reaction diazomethane; chiral silyl boryl naphthyl cyclopropane preparation crystal structure; mol structure chiral silyl boryl naphthyl cyclopropane; diborylation aldehyde; diborylcyclopropane stereoselective preparation.

Pd catalyzes the cyclopropanation of 2-substituted 1,1-diborylalkenes with (trimethylsilyl)diazomethane. The relative stereoselectivity is controlled via a carbene insertion sequence generating an exclusive anti conformation between the R and SiMe3 substituents. Mixed 1,1-diborylalkenes also contributed to the formation of stereoselective B, B, Si-cyclopropanes. Orthogonal activation with NaOtBu gives protodeborylation preferentially on the B moiety syn to the aryl group. Further oxidation gives access to polyfunctional cyclopropyl alcs. with controlled enantioselectivity when chiral boryl motifs are involved.

Organic Letters published new progress about Aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 111562-32-4 belongs to class pyrazoles-derivatives, name is 2-(1H-Pyrazol-3-yl)aniline, and the molecular formula is C9H9N3, Synthetic Route of 111562-32-4.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Yamamoto, Takeshi’s team published research in Chemistry Letters in 2017-08-31 | CAS: 111562-32-4

Chemistry Letters published new progress about Addition reaction catalysts, stereoselective. 111562-32-4 belongs to class pyrazoles-derivatives, name is 2-(1H-Pyrazol-3-yl)aniline, and the molecular formula is C9H9N3, Category: pyrazoles-derivatives.

Yamamoto, Takeshi published the artcileRhodium-catalyzed C(sp2)-H addition of arylboronic acids to alkynes using a boron-based, convertible ortho-directing group, Category: pyrazoles-derivatives, the main research area is diarylacrylate dioxaborolanyl diarylethene preparation regioselective diastereoselective; arylboronic acid preparation alkyne addition rhodium catalyst; pyrazolylaniline directed arylboronate borylation.

Temporary modification of a boronyl group with pyrazolylaniline allowed insertion of arylpropiolates and diphenylacetylenes into ortho-C-H bond of arylboronic acids in the presence of rhodium catalysts, giving 3,3-diarylacrylates I [R1 = H, Me, OMe, CF3; R2 = H, Me, Br, OMe, CF3; R3 = H, OMe; R4 = Ph, 1-naphthyl, 2-naphthyl, etc.; R5 = CO2Et, C6H5, 4-CF3C6H4] and diarylethenes II containing aryl groups bearing an o-boryl group stereoselectively. The boronyl group in the 3,3-diarylacrylate I [R1 = R2 = R3 = H, R4 = Ph, R5 = CO2Et] was converted into various functional groups, including chlorine, hydrogen, hydroxy, and aromatic groups.

Chemistry Letters published new progress about Addition reaction catalysts, stereoselective. 111562-32-4 belongs to class pyrazoles-derivatives, name is 2-(1H-Pyrazol-3-yl)aniline, and the molecular formula is C9H9N3, Category: pyrazoles-derivatives.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Ihara, Hideki’s team published research in Journal of the American Chemical Society in 2009-06-10 | CAS: 111562-32-4

Journal of the American Chemical Society published new progress about Boronic acids Role: RCT (Reactant), RACT (Reactant or Reagent) (arylboronic acids). 111562-32-4 belongs to class pyrazoles-derivatives, name is 2-(1H-Pyrazol-3-yl)aniline, and the molecular formula is C9H9N3, Recommanded Product: 2-(1H-Pyrazol-3-yl)aniline.

Ihara, Hideki published the artcileEasily Attachable and Detachable ortho-Directing Agent for Arylboronic Acids in Ruthenium-Catalyzed Aromatic C-H Silylation, Recommanded Product: 2-(1H-Pyrazol-3-yl)aniline, the main research area is arylboronic ester silylation regioselective pyrazolylaniline ortho directing ruthenium catalyst; silylated boronic ester Suzuki Miyaura coupling arene.

O-C-H silylation of arylboronic acids has been achieved using 2-pyrazol-5-ylaniline as an ortho-directing agent, which was temporarily attached to the boryl group via Ru-catalyzed silylation with hydrosilanes. Condensation products of arylboronic acids with 2-pyrazol-5-ylaniline were prepared in situ and subjected to reaction with triorganosilanes in the presence of RuH2(CO)(PPh3)3 at 135 °C. Regioselective silylation at their ortho-positions proceeded in good yields for phenylboronic acids bearing para-substituents such as chloro, fluoro, Me, methoxy, and trifluoromethyl groups. P-Methoxycarbonyl-substituted phenylboronic acid provided the corresponding silylated product in moderate yield. M-Tolyl- and 2-naphthylboronic acids underwent silylation selectively at the less sterically hindered ortho-positions. The silylated products were utilized in Suzuki-Miyaura coupling, followed either by iodination with ICl or by Tamao oxidation to furnish iodine- or hydroxy-substituted biaryls.

Journal of the American Chemical Society published new progress about Boronic acids Role: RCT (Reactant), RACT (Reactant or Reagent) (arylboronic acids). 111562-32-4 belongs to class pyrazoles-derivatives, name is 2-(1H-Pyrazol-3-yl)aniline, and the molecular formula is C9H9N3, Recommanded Product: 2-(1H-Pyrazol-3-yl)aniline.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Yamamoto, Takeshi’s team published research in Organic Letters in 2017-02-17 | CAS: 111562-32-4

Organic Letters published new progress about Arylboronic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 111562-32-4 belongs to class pyrazoles-derivatives, name is 2-(1H-Pyrazol-3-yl)aniline, and the molecular formula is C9H9N3, Application of 2-(1H-Pyrazol-3-yl)aniline.

Yamamoto, Takeshi published the artcileRegioselective Synthesis of o-Benzenediboronic Acids via Ir-Catalyzed o-C-H Borylation Directed by a Pyrazolylaniline-Modified Boronyl Group, Application of 2-(1H-Pyrazol-3-yl)aniline, the main research area is benzenediboronic acid preparation; iridium catalyzed carbon hydrogen bond borylation arylboronate pyrazolylaniline directed; arylboronic acid iridium catalyzed borylation.

Ir-catalyzed ortho-directed C-H borylation of pyrazolylaniline (PZA)-modified arylboronic acids with bis(pinacolate)diboron afforded o-benzenediboronic acids in which two boronyl groups are differentially modified by pinacol (PIN) and PZA. By using this borylation after nondirected Ir-catalyzed C-H borylation, o-benzenediboronic acids are conveniently synthesized from unfunctionalized arenes. The differentially modified o-benzenediboronic acids undergo selective oxidation and Suzuki-Miyaura cross-coupling at the PZA-modified boronyl groups, affording o-functionalized arylboronic acids selectively.

Organic Letters published new progress about Arylboronic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 111562-32-4 belongs to class pyrazoles-derivatives, name is 2-(1H-Pyrazol-3-yl)aniline, and the molecular formula is C9H9N3, Application of 2-(1H-Pyrazol-3-yl)aniline.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Yamamoto, Takeshi’s team published research in Organic Letters in 2019-08-16 | CAS: 111562-32-4

Organic Letters published new progress about Boronic acids Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 111562-32-4 belongs to class pyrazoles-derivatives, name is 2-(1H-Pyrazol-3-yl)aniline, and the molecular formula is C9H9N3, Synthetic Route of 111562-32-4.

Yamamoto, Takeshi published the artcileBoryl-Directed, Ir-Catalyzed C(sp3)-H Borylation of Alkylboronic Acids Leading to Site-Selective Synthesis of Polyborylalkanes, Synthetic Route of 111562-32-4, the main research area is iridium catalyst borylation alkylboronic acid boryl directing group; chemoselective polyboryl alkane preparation.

Pyrazolylaniline serves as a temporary directing group attached to the boron atom of alkylboronic acids in Ir-catalyzed C(sp3)-H borylation. The reaction takes place at α-, β-, and γ-C-H bonds, giving polyborylated products including di-, tri-, tetra-, and even pentaborylalkanes. α-C-H borylation was generally found to be the preferred reaction of primary alkylboronic acid derivatives, whereas β- or γ-borylation also occurred if β- or γ-C-H bonds were located on the Me group.

Organic Letters published new progress about Boronic acids Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 111562-32-4 belongs to class pyrazoles-derivatives, name is 2-(1H-Pyrazol-3-yl)aniline, and the molecular formula is C9H9N3, Synthetic Route of 111562-32-4.

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics