Azaheterocyclic compounds

Nishino H (2006) Manganese(III)-Based Peroxidation of Alkenes to Heterocycles. 6 39-76 Nishiwaki N, Ariga M (2007) Ring Transformation of Nitropyrimidinone Leading to Versatile Azaheterocyclic Compounds. 8 43-72... 

Under microwave irradiation several azaheterocycles (i.e. pyrrole, imidazole, indole and carbazole) can react remarkably fast with alkyl halides to give, exclusively, N-al-kyl derivatives (Eqs. 32 and 33) [45, 46]. Such reactions have been performed simply by mixing an azaheterocycle compound with 50% excess alkyl halide and a catalytic amount of TBAB. The reactants were absorbed either on a mixture of potassium carbonate and potassium hydroxide or on potassium carbonate alone and then irradiated in a domestic microwave oven for 30 s-10 min. 

Keywords azaheterocycle, alkyl halide, Aralkyl at ion, microwave irradiation, A-alkyl azaheterocyclic compound... 

A mixture of an azaheterocyclic compound (5.0 mmol), alkyl halide (7.5 mmol), tetrabutylammonium bromide - TBAB (0.17 g, 0.50 mmol), and potassium carbonate (2.8 g, 20 mmol) or mixture of potassium carbonate (2.8 g, 20 mmol) and potassium hydroxide (1.1 g, 20 mmol) was heated in a domestic microwave oven in an open Erlenmeyer flask for an appropriate time. After being cooled down, the reaction mixture was extracted with methylene chloride or THF (2x25 mL). Then the extract was dried with MgSCL, filtered, and the solvent was evaporated to dryness. Liquid compounds were purified on Kugelrohr distillation apparatus, while solid compounds were purified by means of flash chromatography to afford desired 77-alkyl derivatives of azalieterocycle compound, yield 58-95%. 

When azadienamines 6 is charged on a silica gel column at room temperature, formylated nitroenamine 10 is effectively produced by half hydrolysis [25] (Scheme 7). Formylnitroenamine 10 can be used as the building block for built-in method to afford versatile nitro azaheterocyclic compounds [26] and nitrophenols [27] in reactions with dinucleophilic reagents. 

N-methyl-a-nilroacrylamide 46 to afford polyfunctionalized pyridones 12 in reactions with 1,3-dicarbonyl compounds 19 in the presence of piperidine. As a result, versatile azaheterocyclic compounds can be easily prepared from pyridone 1 and pyrimidinone 3, and the synthetic utility of the RTF reaction has been considerably improved. 

Ring Transformation of Nitropyrimidinone Leading to Versatile Azaheterocyclic Compounds... 

Analytical Properties Separation of androstane and cholestane alcohols and ketones good separation of azaheterocyclic compounds column bleed of BMBT can occur during prolonged periods of operation of elevated temperatures Reference 26... 

The basic synthesis of the simplest azaheterocyclic compounds is discussed first along with the basic mechanism of the Friedlander reaction after which a series of more and more complex azaheterocycles are covered. 

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