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Upstream product

• 91-02-1 phenyl(pyridin-2-yl)methanone 
• 100-46-9 benzylamine 
• 39930-11-5 1-phenyl-1-(pyridin-2-yl)methanamine 
• 100-52-7 benzaldehyde 
• 906668-42-6 1-iodo-3-phenylimidazo[1,5-a]pyridine 
• 100-58-3 phenylmagnesium bromide 
• 104202-15-5 1-bromo-3-phenylimidazo[1,5-a]pyridine 
• 98-80-6 phenylboronic acid 
• 274-47-5 imidazo[1,5-a]pyridine 
• 35854-46-7 3-phenylimidazo[1,5-a]pyridine 
• 591-50-4 iodobenzene 
• 108-86-1 bromobenzene 
• 100-70-9 2-Cyanopyridine 
• 832-81-5 3-phenyl-[1,2,3]triazolo[1,5-a]pyridine 

Relevant academic research and scientific papers

One pot synthesis of low cost emitters with large Stokes' shift

A series of 1,3-diarylated imidazo[1,5-a]pyridine derivatives were synthesized in high yields by a one-pot, three components, condensation of phenyl(pyridin-2-yl)methanone with several aldehydes in the presence of ammonium acetate. These compounds were characterized by spectroscopic and crystallographic techniques and their optical properties were discussed in relation to their chemical structures. Absorption and fluorescence spectra generally show two absorption maxima around 310 nm and 350 nm and an emission maximum between 460 and 550 nm with a remarkable Stokes' shift range of 90–166 nm. Moreover, depending on the chemical structure of the substituent in position 3, we were able to tune the quantum yields (Φ) in solution from 6.4% to 38.5%. Finally, the 1-phenylimidazo[1,5-a]pyridine substituted with a 3-(2-methoxyphenyl) group (large Stokes' shift, high Φ) was dispersed in a transparent thermosetting polyurethane resin giving a luminescent low cost material.

Synthesis of imidazo[1,5-a] pyridines via oxidative amination of the C(sp3)-H bond under air using metal-organic framework Cu-MOF-74 as an efficient heterogeneous catalyst

A crystalline porous copper-based metal-organic framework Cu-MOF-74 was synthesized, and was characterized by X-ray powder diffraction (XRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), thermogravimetric analysis (TGA), Fourier transform infrared (FT-IR), atomic absorption spectrophotometry (AAS), and nitrogen physisorption measurements. The Cu-MOF-74 used was a recyclable catalyst for the condensation-cyclization reaction between 2-benzoyl pyridine and different benzylamines via oxidative amination of the C(sp3)-H bond to form 1,3-diarylated imidazo[1,5-a]pyridines using air as the oxidant. The Cu-MOF-74 exhibited better catalytic activity for the transformation than other MOFs including Cu(BDC), Cu2(BDC)2(DABCO), Cu3(BTC)2, Cu2(BPDC)2(BPY), Cu(OBA), Cu2(OBA)2(BPY), and Cu(INA)2. The solid catalyst could be recovered and reused several times without a significant degradation in catalytic activity. To the best of our knowledge, the synthesis of 1,3-diarylated imidazo[1,5-a]pyridines via oxidative amination of the C(sp3)-H bond was not previously performed under heterogeneous catalysis conditions.

Mg3N2-assisted one-pot synthesis of 1,3-disubstituted imidazo[1,5-: A] pyridine

A novel Mg3N2-assisted one-pot annulation strategy has been developed via cyclo-condensation reaction of 2-pyridyl ketones with alkyl glyoxylates or aldehydes, allowing the formation of imidazo[1,5-a]pyridines exclusively with an exellent yield.

Solvent-free microwave-assisted synthesis of imidazo[1,5- a]pyridine and –quinoline derivatives

A quick and highly efficient microwave-assisted preparation of imidazopyridines and –quinolines is described, starting from the corresponding ketones and amines. The method requires no solvent and uses activated MnO2 as an oxidant. A mechanism

Heterogeneous copper-catalyzed decarboxylative cyclization of 2-benzoylpyridines with α-amino acids leading to imidazo[1,5-a]pyridines

The heterogeneous decarboxylative cyclization reaction between 2-benzoylpyridines and α-amino acids was achieved in toluene at 120 °C in the presence of 15 mol% of L-proline-functionalized MCM-41-supported copper(II) complex [L-Proline-MCM-41-Cu(OTf)

Synthesis of imidazo[1,5-a] pyridines via I2-mediated sp3 C-H amination

A transition-metal-free sp3 C-H amination reaction has been established for imidazo[1,5-a]pyridine synthesis employing molecular iodine from 2-pyridyl ketones and alkylamines. In the presence of sodium acetate (NaOAc), the I2-mediate

A Cu(II) metal-organic framework with significant H2 and CO2 storage capacity and heterogeneous catalysis for the aerobic oxidative amination of C(sp3)-H bonds and Biginelli reactions

A Cu(ii) metal-organic framework, {[Cu2(L)(H2O)2]·(5DMF)(4H2O)}n (1), has been synthesized using an angular tetracarboxylic acid ligand (H4L) incorporating both trifluoromethyl (-CF3/

Copper-catalyzed denitrogenative transannulation reaction of pyridotriazoles: Synthesis of imidazo[1,5-a]pyridines with amines and amino acids

The copper-catalyzed aerobic oxidative synthesis of imidazo[1,5-a]pyridines via cascade denitrogenative transannulation reaction of pyridotriazoles with benzylamines with good functional group tolerance is developed. The present methodology is also applicable to amino acids to obtain imidazo[1,5-a]pyridines via decarboxylative oxidative cyclization.

Lewis Acid-Catalyzed Denitrogenative Transannulation of Pyridotriazoles with Nitriles: Synthesis of Imidazopyridines

The synthesis of imidazo[1,5-a]pyridines through denitrogenative transannulation of pyridotriazoles with nitriles using BF3·Et2O as catalyst has been described. The combination of solvents (dichlorobenzene-dichloroethane) plays a crucial role in achieving quantitative yields of desired products under metal-free conditions.

Synthesis of 1,3-Disubstituted Imidazo[1,5-a]pyridines from Amino Acids via Catalytic Decarboxylative Intramolecular Cyclization

A copper/iodine cocatalyzed decarboxylative cyclization of α-amino acids is described. Starting from the readily available amino acids and either 2-benzoylpyridines or 2-benzoylquinolines, 1,3-disubstituted imidazo[1,5-a]pyridines and 1,3-disubstituted im