The synthesis of substituted phenols from pyranone precursors

The syntheses of various substituted phenols from pyranone precursors, namely 4H-pyran-4-one, 3-(benzyloxy)-2-methyl-4H-pyran-4-one (benzyl-maltol), 2,6-dimethyl-4H-pyran-4-one and diethyl 4-oxo-4H-pyran-2,6-dicarboxylate (diethyl chelidonate) are presented. A variety of pronucleophiles were used in...

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Published inTetrahedron Vol. 65; no. 39; pp. 8165 - 8170
Main Authors Marshall, Laura J., Cable, Karl M., Botting, Nigel P.
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 26.09.2009
Elsevier
Subjects
2,6-Dimethylpyranone
Chelidonic acid
Chemistry
Chemistry, Organic
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives
Isotopes
Maltol
Noncondensed benzenic compounds
Organic chemistry
Phenol
Physical Sciences
Preparations and properties
Pronucleophile
Pyranone
Science & Technology
Phenol
Pyranone
Maltol
Pronucleophile
2,6-Dimethylpyranone
Isotopes
Chelidonic acid
ACID
QUANTIFICATION
ISOFLAVONES
ETHERS
REAKTIONEN MIT PYRYLIUMSALZEN
LIGNANS
SPECTROMETRY
Pyran derivatives
Microwave
Thermal reaction
Pyranone derivatives
Oxygen heterocycle
Ketone
Benzylic compound
Diester
Phenols
Chemical synthesis
Solvent
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Abstract The syntheses of various substituted phenols from pyranone precursors, namely 4H-pyran-4-one, 3-(benzyloxy)-2-methyl-4H-pyran-4-one (benzyl-maltol), 2,6-dimethyl-4H-pyran-4-one and diethyl 4-oxo-4H-pyran-2,6-dicarboxylate (diethyl chelidonate) are presented. A variety of pronucleophiles were used in combination with tert-butanol as solvent and potassium tert-butoxide as base, using conventional heating methods and microwave conditions. [Display omitted]
AbstractList The syntheses of various Substituted phenols from pyranone precursors, namely 4H-pyran-4-one, 3-(benzyloxy)-2-i-nethyl-4H-pyran-4-one (benzyl-maltol), 2,6-dimethyl-4H-pyran-4-one and diethyl 4-oxo-4H-pyran-2,6-dicarboxylate (diethyl chelidonate) are presented. A variety of pronucleophiles were used in combination with tert-butanol as solvent and potassium tert-butoxide as base, using conventional heating methods and microwave conditions. (C) 2009 Elsevier Ltd. All rights reserved.
The syntheses of various substituted phenols from pyranone precursors, namely 4H-pyran-4-one, 3-(benzyloxy)-2-methyl-4H-pyran-4-one (benzyl-maltol), 2,6-dimethyl-4H-pyran-4-one and diethyl 4-oxo-4H-pyran-2,6-dicarboxylate (diethyl chelidonate) are presented. A variety of pronucleophiles were used in combination with tert-butanol as solvent and potassium tert-butoxide as base, using conventional heating methods and microwave conditions. [Display omitted]
Author Cable, Karl M.
Marshall, Laura J.
Botting, Nigel P.
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Issue 39
Keywords Phenol
Pyranone
Maltol
Pronucleophile
2,6-Dimethylpyranone
Isotopes
Chelidonic acid
ACID
QUANTIFICATION
ISOFLAVONES
ETHERS
REAKTIONEN MIT PYRYLIUMSALZEN
LIGNANS
SPECTROMETRY
Pyran derivatives
Microwave
Thermal reaction
Pyranone derivatives
Oxygen heterocycle
Ketone
Benzylic compound
Diester
Phenols
Chemical synthesis
Solvent
Language English
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Snippet The syntheses of various substituted phenols from pyranone precursors, namely 4H-pyran-4-one, 3-(benzyloxy)-2-methyl-4H-pyran-4-one (benzyl-maltol),...
The syntheses of various Substituted phenols from pyranone precursors, namely 4H-pyran-4-one, 3-(benzyloxy)-2-i-nethyl-4H-pyran-4-one (benzyl-maltol),...
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SubjectTerms 2,6-Dimethylpyranone
Chelidonic acid
Chemistry
Chemistry, Organic
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives
Isotopes
Maltol
Noncondensed benzenic compounds
Organic chemistry
Phenol
Physical Sciences
Preparations and properties
Pronucleophile
Pyranone
Science & Technology
Title The synthesis of substituted phenols from pyranone precursors
URI https://dx.doi.org/10.1016/j.tet.2009.07.083
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