8 research outputs found

    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

    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

    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

    Novel One-Pot Multicomponent Synthesis of Substituted 2,3-Dihydro-2-(6-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)phthalazine-1,4-diones and Substituted 3-[3-(N′-Benzylidene-hydrazino)-7H-[1,2,4] triazolo[3,4-b][1,3,4]thiadiazin-6-yl]-4-hydroxy-6-methyl-pyran-2-ones

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    <div><p></p><p>A one-pot procedure has been developed for the synthesis of substituted 2,3-dihydro-2-(6-(4-hydroxy-6-methyl-2-oxo-2H-pyran-3-yl)-7H-[1,2,4]triazolo[3,4-b] [1,3,4]thiadiazin-3-yl)phthalazine-1,4-diones by reaction of 3-(2-bromoacetyl)-4-hydroxy-6-methyl-2H-pyran-2-one, 4-amino-5-hydrazino-4H-[1,2,4]triazole-3-thiol, and phthalic anhydrides in acetic acid medium. Similarly, a one-pot, three-component synthetic procedure has been developed for substituted 3-[3-(N<sup>1</sup>-benzylidene-hydrazino)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl]-4-hydroxy-6-methyl-pyran-2-ones from 3-(2-bromoacetyl)-4-hydroxy-6-methyl-2H-pyran-2-one, 4-amino-5-hydrazino-4H-[1,2,4]triazole-3-thiol, and various aromatic aldehydes in absolute ethanol and a few drops of glacial acetic acid.</p> <p>[Supplementary materials are available for this article. Go to the publisher's online edition of <i>Synthetic Communications</i>® for the following free supplemental resource(s): Full experimental and spectral details.]</p> </div

    Novel, Simple, and Efficient Synthesis of 3-(2-(5-(Benzylideneamino)-3-phenyl-1<i>H</i>-pyrazol-1-yl)thiazol-4-yl)-4-hydroxy-6-methyl-2<i>H</i>-pyran-2-one Derivatives via a One-Pot, Four-Component Condensation Reaction

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    <div><p></p><p>The synthesis of 3-(2-(5-(benzylideneamino)-3-phenyl-1H-pyrazol-1-yl)thiazol-4-yl)-4-hydroxy-6-methyl-2H-pyran-2-one derivatives was achieved through a one-pot, four-component reaction involving condensation of 3-(2-bromoacetyl)-4-hydroxy-6-methyl-2H-pyran-2-one, thiosemicarbazide, phenacylcyanaide, and various aryl aldehydes in dry alcohol and few drops of acetic acid under reflux condition. This four-component reaction has some advantages such as ease of handling, good yields, and easy workup. All structures of newly prepared compounds were confirmed by analytical and spectral data.</p></div
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