Etherification of heterocyclic compounds by nucleophilic aromatic substitutions under green chemistry conditions
Solid-liquid phase transfer catalysis coupled with microwave irradiation was shown to be an efficient method for SNAr reaction of halogenated quinoline and pyridine with alkoxides and phenoxides. Whereas for phenoxylation there is no need for any solvent, the addition of small amount of non-polar so...
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Published in | Heterocycles Vol. 63; no. 2; pp. 297 - 308 |
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Main Authors | , , , |
Format | Journal Article |
Language | English |
Published |
OXFORD
Elsevier
01.02.2004
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Subjects | |
Online Access | Get more information |
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Summary: | Solid-liquid phase transfer catalysis coupled with microwave irradiation was shown to be an efficient method for SNAr reaction of halogenated quinoline and pyridine with alkoxides and phenoxides. Whereas for phenoxylation there is no need for any solvent, the addition of small amount of non-polar solvent is necessary during methoxylation for accurate monitoring of temperatures. Yields and conditions involved here constitute a noticeable improvement over classical methods within the frame of Green Chemistry. Specific MW effects were evidenced for phenoxylation and interpreted in terms of late position of the transition state along the reaction coordinates. |
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ISSN: | 0385-5414 1881-0942 |
DOI: | 10.3987/com-03-9921 |