Tautomería de heterociclos nitrogenados mediante complejos de iridio(III) con formación de carbenos. N-heterocíclicos. Ana Rita Guerreiro De Brito Petronilho. – Buy Síntesis Ecocompatible de Heterociclos Nitrogenados Bioactivos: Preparación de 1, 4-dihidropiridinas y piridinas book online at best prices in. The present application relates to novel heterocyclic compounds, to a method and intermediate products for producing the same and to the use.

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Thus, in both compounds the 5-membered ring is almost planar and lies in the plane of the benzene ring; C-1 should also lie in this plane, as well as C-3a. Compounds of the benzylamine class are potent inhibitors of phenylethanolamine N-methyltransferase. The 1,2,3-triazole, known since the end of 19 th century, is a very widely used heterocyclic system present in many synthetic substances and commercial pharmaceutical compounds.

Na Figura 2 destacamos os membros mais simples da classe 5,6: Solvents and reagents were purified using standard procedures.

Perkin I, Mendoza, J; Torres, T. To a solution of 13 mg, 1. The mixture was filtered through Celite and the filtrate extracted with Hetrociclos 3 3×50 ml.

Triazoles1,2,4 ; Weissberger, A. The heterocicloos was recrystallized with EtOH: Furthermore, low stability of the heterocycle configuration may prove an additional adverse factor for their synthesis, since even by using strong agents the yield remains poor.

To achieve this goal, we recalled a modification of B-N reaction for b-arylethylisocyanates.

This requires that C-3 must lie to one side or the other of this plane, leading to a puckered dihydropyridine ring. N -Acetyl 5,6-Dimethoxyindanyl ethylamine 16 To a solution of the amine 15 mg, 2. The solution was stirred at reflux for 3 h and nirtogenados concentrated in vacuo. To the solution was added SnCl 4 mg in CH nitrogenado Cl 2 2 ml and the mixture stirred at room temperature for 2 h.


Results achieved seem to indicate that neither the classic B-N Scheme 1 reaction nor the modification proposed by Tsuda Scheme 2 are adequate for the synthesis of these tricyclic amines.

1,2,3-triazolic heterocycles: history, preparations, applications and pharmacological activities

Full conformational restriction of the benzylamine side chain in analogues 1 leads to a loss in inhibitory potency. C 13 H 15 NO 3 requires C, This heteerociclos converted into isoquinolone 9 in good yield. Acta, CA How to cite this article. Nevertheless, in it was documented that tricyclic amines 6 and 7 Figure 3 were readily prepared by lithium aluminium hydride reduction of the corresponding lactams, 3 synthesized in turn from the appropriate tricyclic ketones by Beckman rearrangement of the corresponding oxime or by Schmidt reaction.

C Nowadays there is a large variety of known methods to obtain these heterocyclic compounds comprising mainly three synthetic routes. Esta metodologia foi adotada, por ex. Our attention was then focused on common and uncommon structural features in 5 2 and 9 4 compounds.

Japan, 47 The low yields of the cyclic bases were accounted for by the peculiar stereochemical configuration of the 4,5-ethylene-3,4-dihydroisoquinoline. In fact, 1,2,3-triazoles show several applications in many areas especially as medicines against many diseases like cancer, AIDS, Parkinson and Alzheimer.

Commercially available 5,6-dimethoxyindanone was converted to the nitrogenadso ester 11 in a Reformatsky reaction with ethyl bromoacetate. The preparation of 18 was accomplished from 12 using a procedure previously described by us.

Roquefortina C

Observed results prompted us to speculate on the nature of the effects which may be controlling such cyclization processes. Services on Demand Journal. Chemical shifts are reported in ppm units, and coupling constants J are in Hz. All the contents of this journal, except where otherwise noted, is licensed under a Creative Commons Attribution License. N -Benzoyl 5,6-Dimethoxyindanyl ethylamine 17 To a solution of the amine 15 mg, 2.


The aqueous phase was made acid with HCl cc. C 13 H 17 NO 3 requires C, The hterociclos was stirred at room temperature for 12 h and then concentrated in vacuo. Apparently, these systems are only obtained with good yields from 1,7-disubstituted-indanes or by using concerted intramolecular rearrangements.

CISQ: Centro de Investigación en Síntesis Química

Accordingly, our research was focused on the synthesis of compounds 3 and 4 Scheme 1. An attempt was made to synthesize conformationally restricted nitrogen heterocycles by means of the Bischler-Napieralski reaction and Tsuda modification.

C 20 H 23 NO 3 requires C, Acid 13 was converted, via its halide, to 14 which was reduced to 15 using lithium aluminium hydride and used in the following step without purification. This finding suggests a conformational effect on the binding of the benzylamine moiety to the active site; however, these ring systems still retain a high degree of flexibility. After one hour, the mixture was extracted with benzene 3×10 ml.

Nova28 To a solution of 5,6-dimethoxyindanyl methylamine 8 0. Properties and SynthesisAcademic Press: In the B-N reaction this intermediary is a nitrilium ion sp 10 see Scheme 3. Melting points uncorrected were obtained on a Thomas Hoover apparatus. By means of this synthesis, C atom hybridization was changed in the intermediary implied in the cyclization step.

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