2008
DOI: 10.1016/j.tetlet.2008.04.160
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A novel three-component reaction of anilines, formaldehyde and dimedone: simple synthesis of spirosubstituted piperidines

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Cited by 46 publications
(24 citation statements)
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“…The reaction progress and the purity of the compounds were verified using TLC performed with silica gel SIL G/UV 254 plates. NMR spectra were recorded on a Bruker spectrometer, 1 H NMR (400.13) and 13 C NMR (100.62). The data for 1 H NMR are reported as follows: chemical shift (ppm), integration, multiplicity (s, singlet; d, doublet; t, triplet; q, quartet; m, multiplet; and br, broad), coupling constant (Hz).…”
Section: Experimental Generalmentioning
confidence: 99%
See 1 more Smart Citation
“…The reaction progress and the purity of the compounds were verified using TLC performed with silica gel SIL G/UV 254 plates. NMR spectra were recorded on a Bruker spectrometer, 1 H NMR (400.13) and 13 C NMR (100.62). The data for 1 H NMR are reported as follows: chemical shift (ppm), integration, multiplicity (s, singlet; d, doublet; t, triplet; q, quartet; m, multiplet; and br, broad), coupling constant (Hz).…”
Section: Experimental Generalmentioning
confidence: 99%
“…The Knowledge based development of one-pot multi-component reactions (MCRs) over routine multi-step synthesis pathway, has advantages such as high atom economy, instantaneous access to large molecules with diverse functionality, improvement of the synthetic efficacy and simplicity of the formation of complex compounds, avoiding time consuming and costly purification processes [1][2][3]. Thus, designing of novel one-pot MCRs for different purposes have great attracted attention from the synthetic organic chemists.…”
Section: Introductionmentioning
confidence: 99%
“…Several syntheses have been developed for the preparation of these homodimeric compounds. These routes usually involved condensation of aldehydes with electron-rich carbon nucleophiles (enols, etheroaromatics) [4][5][6].…”
Section: Introductionmentioning
confidence: 99%
“…Formerly in the research on the three-component condensation of aromatic amines with cyclic β-diketones and various aldehydes we demonstrated that the reaction of 2-naphthylamine (I) with dimedone (II, R = CH 3 ) in the presence of formaldehyde (III) alongside with the "classic" product of the benzo[a]acridone structure IV provided a small quantity of spirocyclic benzo[f]quinoline V containing substituents in the positions 2, 4 of the ring (Scheme 1) [8].…”
mentioning
confidence: 98%