Straightforward Synthesis of Ethers: Metal-Free Reductive Coupling of Tosylhydrazones with Alcohols or Phenols

Straightforward Synthesis of Ethers: Metal-Free Reductive Coupling of Tosylhydrazones with Alcohols or Phenols

Ethers made easy: Heating a solution containing a tosylhydrazone and either a phenol or an alcohol in the presence of K2CO3 leads to the corresponding ethers (see scheme; MW=microwave, Ts=tosyl). The reaction is fairly general for the preparation of aryl alkyl and alkyl alkyl ethers, and represents...

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Veröffentlicht in:Angewandte Chemie International Edition 2010-07, Vol.49 (29), p.4993-4996
Hauptverfasser: Barluenga, José, Tomás-Gamasa, María, Aznar, Fernando, Valdés, Carlos
Format: Artikel
Sprache:eng
Schlagworte:
alcohols
ethers
ketones
phenols
tosylhydrazones
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Zusammenfassung:Ethers made easy: Heating a solution containing a tosylhydrazone and either a phenol or an alcohol in the presence of K2CO3 leads to the corresponding ethers (see scheme; MW=microwave, Ts=tosyl). The reaction is fairly general for the preparation of aryl alkyl and alkyl alkyl ethers, and represents a new method for the reductive etherification of carbonyl compounds.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201001704