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efficient synthesis of functionalized acenaphtho[1,2-b]indol-6b-ol derivatives
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نویسنده
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kakavand nahale ,bayat mohammad ,bayat yadollah
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منبع
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شيمي كاربردي روز - 2023 - دوره : 17 - شماره : 65 - صفحه:101 -110
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چکیده
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An efficient method for the synthesis of functionalized acenaphtho[1,2-b]indol-6b-ol derivatives were developed by the three-component reaction of acenaphthoquinone, barbituric acid, or n, n-dimethyl barbituric acid and aryl amines through sequential knoevenagel / michael / intramolecular n-cyclization sequences in ethanol. the reactions were carried out under catalyst-free and mild conditions. advantages of this method include simple operation, catalyst-free, readily available starting materials, no need to column chromatography purification, and good to high yields (78 - 92 %). we confirmed the product by fourier-transform infrared spectroscopy (ft-ir), proton nuclear magnetic resonance (1h nmr), 13c nuclear magnetic resonance (13c nmr), and mass spectrometry.
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کلیدواژه
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acenaphthoquinone ,barbituric acid ,aryl amines ,acenaphthoindolopyrimidine derivatives
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آدرس
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imam khomeini international university, faculty of science, department of chemistry, iran, imam khomeini international university, faculty of science, department of chemistry, iran, malek ashtar university of technology, department of chemistry and chemical engineering, iran
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پست الکترونیکی
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y_bayat@mut.ac.ir
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Efficient synthesis of functionalized acenaphtho[1,2-b]indol-6b-ol derivatives
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Authors
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Bayat Mohammad
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Abstract
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An efficient method for the synthesis of functionalized acenaphtho[1,2-b]indol-6b-ol derivatives were developed by the three-component reaction of acenaphthoquinone, barbituric acid, or N, N-dimethyl barbituric acid and aryl amines through sequential Knoevenagel / Michael / intramolecular N-cyclization sequences in ethanol. The reactions were carried out under catalyst-free and mild conditions. Advantages of this method include simple operation, catalyst-free, readily available starting materials, no need to column chromatography purification, and good to high yields (78 - 92 %). We confirmed the product by Fourier-transform infrared spectroscopy (FT-IR), Proton nuclear magnetic resonance (1H NMR), 13C nuclear magnetic resonance (13C NMR), and Mass spectrometry.
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Keywords
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Acenaphthoquinone ,barbituric acid ,aryl amines ,acenaphthoindolopyrimidine derivatives
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