51 research outputs found

    An efficient improved one-pot synthesis of thiazolo<span style="mso-ansi-language:SV;mso-bidi-font-weight: bold" lang="SV">[2,3-<i style="mso-bidi-font-style:normal">c</i>][1,2,4]triazol-5-yl)-2<i style="mso-bidi-font-style:normal">H</i>-chromen-2-one derivatives <i style="mso-bidi-font-style:normal">via</i> multi-component approach </span>

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    115-119An efficient improved protocol has been developed for the synthesis of various thiazolo-triazoles via a three-component reaction of various 3-(2-bromoacetyl)-2<i style="mso-bidi-font-style: normal">H-chromen-2-one, thiosemicarbazide and aromatic/aliphatic carboxylic acids using phosphorous oxychloride as the cyclizing agent in toluene at reflux. This method is simple, efficient and requires shorter reaction times in comparison to the multi-step synthesis. The structures of the newly synthesized compounds have been established from analytical and spectral data. </span

    Synthesis of substituted 3-(3-(4-hydroxy- 6-methyl-2-oxo-2<i style="mso-bidi-font-style:normal">H</i>-pyran-3-yl)imidazo- [2,1-<i style="mso-bidi-font-style:normal">b</i>]thiazol-6-yl)-2<i style="mso-bidi-font-style:normal">H</i>-chromen-2-ones and <span style="mso-bidi-font-weight:bold">substituted 4-hydroxy-6-methyl-3- (6-phenylimidazo[2,1-<i style="mso-bidi-font-style:normal">b</i>]thiazol-3-yl)- 2<i style="mso-bidi-font-style:normal">H</i>-pyran-2-one derivatives </span>

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    811-814An easy, highly efficient and a new convenient two-step approach to the synthesis of 3-(3-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)imidazo[2,1-<i style="mso-bidi-font-style: normal">b]thiazol-6-yl)-2H-chromen-2-one derivatives and 4-hydroxy-6-methyl-3-(6-phenylimidazo[2,1-<i style="mso-bidi-font-style: normal">b]thiazol-3-yl)-2H-pyran-2-one derivatives is described. These compounds have been synthesized from 3-(2-bromoacetyl)-4-hydroxy-6-methyl-2H-pyran-2-one, thiourea, various 3-(2-bromoacetyl)-2H-chromen-2-ones and phenacyl bromides in good yields. The structures of newly prepared compounds have been confirmed by their analytical and spectral data.</i

    One-pot synthesis of coumarin substituted dihydrofurans

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    1417-1420A sequential one-pot two-step tandem reaction for an efficient synthesis of 2,3-dihydrofurans substituted with 2H-benzopyrans has been developed. One-pot reaction of in situ formed benzopyran substituted pyridinium ylides with aromatic aldehydes and dimedone gives corresponding 2,3-dihydrofurans in good yields. The structures of the final compounds have been assigned as <i style="mso-bidi-font-style: normal">trans-2,3-dihydrofurans on the basis of their NMR spectra

    A facile one-pot expeditious synthesis of triazolothiadiazines and anticancer activity

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    A novel, one-pot, multicomponent synthesis of triazolothiadiazine derivatives have been achieved starting from 4-amino-4H-1,2,4-triazole-3,5-dithiol and variously substituted phenacyl bromides. The synthesis involves the simultaneous formation of two C–S and one C = N bond. The newly synthesized compounds were characterized by IR, 1H NMR, 13C NMR, and mass spectral data. The advantages of this method are good yields, high purity, shorter reaction times and simple purification technique. The synthesized target compounds were screened for their in vitro anticancer activity at concentration 10−5 M against 60 cancer cell lines. Among all the compounds, 1-(4-Fluorophenyl)-2-((6-(4-fluorophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl) thio)ethanone (4d), 1-(4-Bromophenyl)-2-((6-(4-bromophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)thio) ethanone (4f), and 2-((6-(4-Chlorophenyl)-7H-[1,2,4] triazolo[3,4-b][1,3,4]thiadiazin-3-yl)thio)-1-(4-fluorophenyl)ethanone (4l) exhibited significant activity in terms of growth percent against renal cancer OU-31 cell line with 47.42%, 46.76%, 48.14%. The compound 2-((6-(4-Chlorophenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)thio)-1-(4-fluorophenyl) ethanone (4l) also exhibited significant activity on leukemia MOLT-4 cell line with 49.82%.</p

    Novel one-pot expeditious synthesis of 2,4-disubstituted thiazoles through a three-component reaction under solvent free conditions

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    <p>An expeditious one pot method has been developed for the synthesis of 2,4-disubstituted thiazoles under solvent free conditions via a multicomponent approach. Substituted thiazoles were synthesized with high yields by the reaction of cyclic ketones, thiosemicarbazide, and phenacyl bromides or 3-(2-bromoacetyl)-2<i>H</i>-chromen-2-ones in a shorter reaction time with high purity via simple purification technique.</p

    One pot multicoponent synthesis of 4-hydroxy-6-methyl-3-(3-phenylthiazolo [2,3<em>c</em>][1,2,4]triazol-5-yl)-2<em>H</em>-pyran-2-ones

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    1089-1093An efficient one pot multicomponent reaction for the synthesis of 4-hydroxy-6-methyl-3-(3-phenylthiazolo[2,3-c][1,2,4]triazol-5-yl)-2H-pyran-2-ones with good to excellent yields has been described. Reaction of 3-(2-bromoacetyl)-4-hydroxy-6-methyl-2H-pyran-2-one (1), thiosemicarbazide (2) and various aromatic carboxylic acids (3a-j) in dry toluene and POCl3 affords 4-hydroxy-6-methyl-3-(3-phenylthiazolo[2,3-c][1,2,4]triazol-5-yl)-2H-pyran-2-ones. All the synthesized compounds have been characterized by their analytical and spectral data

    Synthesis of 2-(4-Hydroxy-6-methyl-2-oxo-2H-pyran-3-carbonyl)-6,6-dimethyl-3-phenyl-3,5,6,7-tetrahydro-2H-benzofuran-4-one Derivatives via Multicomponent Reaction

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    <div><p></p><p>A sequential one-pot, two-step reaction for an efficient preparation of 2-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-carbonyl)-6,6-dimethyl-3-phenyl-3,5,6,7-tetrahydro-2H-benzofuran-4-one derivatives has been described. One-pot reaction of in situ–formed benzopyran-substituted pyridinium ylides with aromatic aldehydes and dimedone gives corresponding 2,3-dihydrofurans in good yields. The structures of all the newly synthesized compounds were confirmed from their analytical and spectral data.</p> </div

    One pot multicoponent synthesis of 4-hydroxy-6-methyl-3-(3 phenylthiazolo [2,3<em>c</em>][1,2,4]triazol-5-yl)-2<em>H</em>-pyran-2-ones

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    960-964An efficient one pot multicomponent reaction for the synthesis of 4-hydroxy-6-methyl-3-(3-phenylthiazolo[2,3-c][1,2,4]triazol-5-yl)-2H-pyran-2-ones with good to excellent yields have been described. Reaction of 3-(2-bromoacetyl)-4-hydroxy-6-methyl-2H-pyran-2-one 1, thiosemicarbazide 2 and various aromatic carboxylic acids 3a-j in dry toluene and POCl3 afford 4-hydroxy-6-methyl-3-(3-phenylthiazolo[2,3-c][1,2,4]triazol-5-yl)-2H-pyran-2-ones. All the synthesized compounds have been characterized from their analytical and spectral data
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