1575-25-3

Upstream product

• 857800-70-5 1,3-diphenyl-1H-indazol-5-ylamine 
• 39209-33-1 C₁₉H₁₅ClN₂ 
• 96546-43-9 1,3-Diphenyl-4,5,6,7-tetrahydro-1H-indazol-4-ol 
• 66607-27-0 3-iodoindazole 
• 98-80-6 phenylboronic acid 
• 908094-04-2 phenyldiazomethane 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 69629-50-1 2-benzoyl-1,3-cyclohexanedione 
• 183110-88-5 2-bromo-5-nitro-benzophenone 
• 15424-14-3 N-phenylbenzohydrazonoyl chloride 
• 13047-06-8 o-bromobenzophenone 
• 532-96-7 N-benzoyl-N'-phenylhydrazine 
• 574-61-8 benzophenone N-phenylhydrazone 
• 1013-88-3 Benzophenone imine 

Relevant academic research and scientific papers

Synthesis of 1: H -indazoles by an electrochemical radical Csp2-H/N-H cyclization of arylhydrazones

The development of efficient and sustainable C-N bond-forming reactions to N-heterocyclic frameworks has been a long-standing interest in organic synthesis. In this work, we develop an electrochemical radical Csp2-H/N-H cyclization of arylhydrazones to 1H-indazoles. The electrochemical anodic oxidation approach was adopted to synthesize a variety of 1H-indazole derivatives in moderate to good yields. HFIP was not only employed as a solvent or the proton donor, but also can promote the formation of N free radicals. This synthetic methodology is operationally simple, and less expensive electrodes would be suitable for this chemistry. This journal is

“On Water” Palladium Catalyzed Direct Arylation of 1H‐Indazole and 1H‐7‐Azaindazole

The C3 direct arylation of 1H-indazole and 1H-7-azaindazole has been a significant challenge due to the lack of the reactivity at this position. In this paper, we describe a mild and an efficient synthesis of new series of C3-aryled 1H-indazoles and C3-aryled 1H-7-azaindazoles via a C3 direct arylation using water as solvent. On water, PPh3 was effective as a ligand along with a lower charge of the catalyst Pd(OAc)2 (5 mol%) at 100 oC, leading to C3-aryled 1H-indazoles or C3-aryled 1H-7-azaindazoles in moderate to good yields.

Divergent Synthesis of 1H-Indazoles and 1H-Pyrazoles from Hydrazones via Iodine-Mediated Intramolecular Aryl and sp3 C–H Amination

A divergent intramolecular C–H amination of hydrazones has been developed employing molecular iodine (I2) as the sole oxidant. The required hydrazone substrates were readily obtained by condensation of hydrazines with the corresponding ketones.

Metal-Free Synthesis of Pyrazoles from 1,3-Diarylpropenes and Hydrazines via Multiple Inter-/Intramolecular C–H Aminations

A facile and metal-free access to pyrazoles from 1,3-diarylpropenes and hydrazines via multiple inter-/intramolecular C-H aminations was described. Under the neutral and mild 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) oxidative conditions, various disubstituted pyrazoles were synthesized in moderate to excellent yields. This method provides a pot- and step-economic strategy for the construction of pyrazoles, especially those for drug discovery. (Figure presented.).

A Copper-Catalyzed Tandem C–H ortho-Hydroxylation and N–N Bond-Formation Transformation: Expedited Synthesis of 1-(ortho-Hydroxyaryl)-1H-indazoles

A facile, one-pot synthesis of 1H-indazoles featuring a Cu-catalyzed C–H ortho-hydroxylation and N–N bond-formation sequence with the use of pure oxygen as the terminal oxidant was developed. The reaction of readily available 2-arylaminobenzonitriles with

[Bis-(trifluoroacetoxy)iodo]benzene-Mediated Oxidative Direct Amination C–N Bond Formation: Synthesis of 1H-Indazoles

An efficient [bis-(trifluoroacetoxy)iodo]benzene (PIFA)-mediated oxidative C-N bond formation is developed for the synthesis of 1H-indazoles from readily available arylhydrazones. The reaction tolerates a wide range of functional groups and has broad scope of substrates. Moreover, this method is a relative green and reliable method for rapid preparation of substituted 1H-indazoles under mild conditions.

Synthesis of 1H-Indazoles from Imidates and Nitrosobenzenes via Synergistic Rhodium/Copper Catalysis

Nitrosobenzenes have been used as a convenient aminating reagent for the efficient synthesis of 1H-indazoles via rhodium and copper catalyzed C-H activation and C-N/N-N coupling. The reaction occurred under redox-neutral conditions with high efficiency and functional group tolerance. Moreover, a rhodacyclic imidate complex has been identified as a key intermediate.

Microwave assisted solvent-free C-H amination by silica-supported manganese dioxide

An effective and convenient method has been developed for the preparation of 1-unsubstituted 1H-indazoles via C-H amination of N-acetylhydrazones in the presence of a catalytic amount of manganese dioxide under microwave irradiation. This new method featured easy operation and relatively short reaction-time.

A Synthesis of 1H-Indazoles via a Cu(OAc)2-Catalyzed N-N Bond Formation

A facile synthesis of 1H-indazoles featuring a Cu(OAc)2-catalyzed N-N bond formation using oxygen as the terminal oxidant is described. The reaction of readily available 2-aminobenzonitriles with various organometallic reagents led to o-aminoar

An efficient transition-metal-free synthesis of 1H-indazoles from arylhydrazones with montmorillonite K-10 under O2 atmosphere

An efficient transition-metal-free synthetic method of 1H-indazoles has been developed. The reaction of arylhydrazones in the presence of montmorillonite K-10 in 1,2-dichlorobenzene at 130 °C afforded 1H-indazoles in good yields most likely via a sequenti