98792-43-9

Upstream product

• 3430-09-9 phenyl(pyrazin-2-yl)methanone 
• 290-37-9 1,4-pyrazine 
• 100-52-7 benzaldehyde 
• 32111-21-0 2-iodopyrazine 
• 14508-49-7 2-chloropyrazin 
• 19847-12-2 2-pyrazine carbonitrile 
• 108-86-1 bromobenzene 
• 100-59-4 phenylmagnesium chloride 
• 5780-66-5 pyrazinecarboxaldehyde 

Downstream Products

• 98792-44-0 (α-chlorobenzyl)pyrazine 
• 28217-95-0 2-benzylpyrazine 
• 98792-45-1 <α-(2-methoxyphenoxy)benzyl>pyrazine 

Relevant academic research and scientific papers

Mild Condition for the Deoxygenation of α-Heteroaryl-Substituted Methanol Derivatives

A mild condition via PPh3/I2/imidazole for the deoxygenation of substituted methanol derivatives has been identified. This metal-free process was found to proceed well on secondary or tertiary alcohols substituted with one or two heteroaryl groups, and it tolerates acid-sensitive heterocycles. This condition works for methanol derivatives substituted with 2-pyridyl, 4-pyridyl, or other heterocyclic groups, allowing the negative charge formed during the reaction to resonate to a nitrogen atom. Methanol derivatives substituted with 3-pyridyl or heterocyclic groups that do not allow the negative charge formed during the reaction to resonate to a nitrogen atom will not undergo deoxygenation under this condition.

Reductive arylation of aliphatic and aromatic aldehydes with cyanoarenes by electrolysis for the synthesis of alcohols

An electroreductive arylation reaction of aliphatic and aromatic aldehydes as well as ketones with electro-deficient (hetero)arenes is described. A variety of cyano(hetero)arenes and carbonyl compounds, especially aliphatic aldehydes, have been examined, providing secondary and tertiary alcohols in moderate to good yields. Mechanistic studies, including cyclic voltammetry (CV), electron paramagnetic resonance (EPR), and divided-cell experiments, support the generation of aliphatic ketyl radicals and persistent heteroaryl radical anions via cathodic reduction followed by radical-radical cross-coupling.

PBr3-mediated unexpected reductive deoxygenation of α-aryl-pyridinemethanols: Synthesis of arylmethylpyridines

PBr3-mediated reductive deoxygenation of α-aryl-pyridinemethanols to provide arylmethylpyridines is described, the alcohol substrate scope is explored, free radical trap TEMPO (2,2,6,6-tetramethyl-1-piperidinyloxy) is introduced, and the hydrogen source of the methylene product is defined. The unexpected reaction enabled us to prepare previously inaccessible, novel EP1 antagonists.

Direct zincation of functionalized aromatics and heterocycles by using a magnesium base in the presence of ZnCl2

A wide range of polyfunctional aryl and heteroaryl zinc reagents were efficiently prepared in THF by using (TMP)2:Mg·2LiCl (TMP = 2,2,6,6-tetramethylpiperamidyl) in the presence of ZnCl2. The possible pathways of this metalation proc

Naphthalene-catalysed lithiation of chlorinated nitrogenated aromatic heterocycles and reaction with electrophiles

Naphthalene catalysed reductive lithiation of various chloroazines (1, 7, 10, 13) in the presence of different electrophiles yields, after hydrolysis, the expected functionalised heterocycles with one (2, 8), two (11, 14a-d) and three nitrogen atoms in the ring (14e,f). This methodology allowed us to trap in situ the lithium imine derived from the reaction of 2- pyridyllithium with benzonitrile, by reaction with a Grignard reagent in the presence of titanium alkoxides. 2,4-Dimethoxypyrimidines (14a,c,d) are demethylated under acidic conditions to give the corresponding uracil derivatives 16. (C) 2000 Elsevier Science Ltd.

Syntheses in the nitrogen π-deficient heterocycles series using a barbier type reaction under sonication. Diazines. Part 29

Barbier type reaction with lithium metal has been tested under sonication on pyridines, a cinnoline and on various diazines. This very convenient method allows a very fast and smooth functionalization of these heterocycles. (C) 2000 Elsevier Science Ltd.

First study of syntheses and reactivity of Grignard compounds in the diazine series. Diazines. Part 27

A preparation of Grignard derivatives of diazines is described using a halogen magnesium exchange reaction. This convenient method allows the functionalization of these rings at 0°C or even room temperature.

Diazines. 13. Metalation without Ortho-Directing Group Functionalization of Diazines via Direct Metalation

The successful metalation of diazines without an ortho-directing group is described.In some cases, dimers were obtained.The metalation was optimal with LTMP if a 4-fold excess of metalating agent was used, with a very short metalation reaction time at -75

α-(ARYLOXY)BENZYL DERIVATIVES OF PIPERAZINE AND PIPERIDINE

In the light of the outstanding activities of some α-(aryloxy)benzylmorpholines as potential antidepressant agents, the piperazine and piperidine α-aryloxybenzyl analogues were synthesized.The isomers of the N-monoalkylpiperazine derivatives were identified by 1H-NMR and mass spectroscopy.