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Synthesis of 3-indolylazoles and meridianin derivatives from indolyl enaminonit...
Campos, Ana M. F. Oliveira; Salaheldin, Abdellatif M.; Paz, Filipe A. Almeida; Rodrigues, Lígia M.The reaction of indole derivatives with cyanoacetic acid followed by treatment with DMFDMA gave the intermediate indolyl enaminonitriles (3). Further reaction with aminoguanidine yielded 5´-cyanomeridianin analogues (4). The same intermediate reacted with p-methoxyphenylhydrazine to give the pyrazolyl derivative (8). Treatment of (2E)-3-dimethylamino-2-(1H-indol-3-yl)-propenoate (3a) with hydroxylamine hydrochl...
Synthesis of new tacrine analogues from 4-Aminopyrrole-3-carbonitrile
Salaheldin, Abdellatif M.; Campos, Ana M. F. Oliveira; Parpot, Pier; Rodrigues, Lígia M.; Oliveira, M. Manuel; Peixoto, FranciscoAn easy preparation of 4-aminopyrrole-3-carbonitrile derivatives, and their transformation into new substituted pyrrolo[3,2-b]pyridines is described, in one step, via Friedländer reaction under microwave irradiation and classical heating methods. The use of microwave irradiation led to high conversion and shorter times.
Heterocyclic synthesis with nitriles : synthesis of pyrazolopyrimidine and pyra...
Salaheldin, Abdellatif M.; Campos, Ana M. F. Oliveira; Rodrigues, Lígia M.The reaction of N1-substituted-5-amino-4-cyanopyrazoles with malononitrile and diethylmalonate occurs with formation of 6-substituted pyrazolo[3,4-d]pyrimidines, and pyrazolo[3,4-b]pyridines respectively. The structures of the products and conceivable mechanisms are discussed.
3-Aminopyrroles and their application in the synthesis ofpyrrolo[3,2-d]pyrimidi...
Salaheldin, Abdellatif M.; Campos, Ana M. F. Oliveira; Rodrigues, Lígia M.3-Aminopyrrole derivatives have been synthesized from 3-anilino-2-cyanoacrylonitrile using Thorpe-Ziegler cyclization. These substituted pyrroles are readily converted into 5H-pyrrolo[3,2- d]pyrimidine (9-deazapurines).
Synthesis of tacrine analogues derived from n-aryl-5-amino-4-cyanopyrazoles
Rodrigues, Lígia M.; Francisco, Carla Santana; Campos, Ana M. F. Oliveira; Salaheldin, Abdellatif M.Synthesis of eleven tacrine analogues derived from N-aryl-5-amino-4-cyanopyrazoles, by a Friedländer type reaction, is described. Their structures were confirmed by 1H and 13C NMR spectroscopy, elemental analysis and/or mass spectrometry.
Synthesis of some novel pyrazolo[3,4-d]pyrimidine derivatives
Campos, Ana M. F. Oliveira; Salaheldin, Abdellatif M.; Rodrigues, Lígia M.Reaction of ethyl imidates derived from N-aryl-5-amino-4-cyanopyrazoles with amines or arylhydrazines gave only 4-substituted pyrazolo[3,4-d]pyrimidines, resulting from cyclization followed by Dimroth rearrangement. From the reaction with arylhydrazines, a mixture of the hydrazines and their oxidized forms, the azo products, was obtained. This was proven by an independent synthesis starting from the correspondi...
Heterocyclic synthesis with nitriles : synthesis of pyridazine and pyridopyrida...
Campos, Ana M. F. Oliveira; Salaheldin, Abdellatif M.; Rodrigues, Lígia M.The reaction of MND with aryldiazonium chlorides followed by cyclization afforded the pyridazinimine derivatives. Reaction of the latter with another mole of malononitrile produce only pyrido[3,2-c]pyridazine derivatives. Reaction of 4-aminopyridazinone-3- carboxylic acid esters with malononitrile gave only pyridazine-3-carboxylic acid.
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