Direct synthesis of ethers from aldehydes and ketones. One-pot reductive etherification of benzaldehydes, alkyl aryl ketones, and benzophenones
Benzyl alcohols formed by the reduction of benzaldehydes, alkyl aryl ketones, and benzophenones with sodium tetrahydridoborate in alcohols undergo in situ etherification with the solvent in the presence of a catalytic amount of HCl. Thus the process may be regarded as one-pot transformation of carbonyl compounds into the corresponding benzyl ethers. The yields of ethers depend on the substituent nature in the aromatic fragment of the initial carbonyl compound and on the alcohol used as reduction medium.
Mochalov,Fedotov,Trofimova,Zefirov
p. 503 - 512
(2016/06/13)
Gold-Catalyzed, SN1-Type Reaction of Alcohols to Afford Ethers and Cbz-Protected Amines
The use of a gold-catalyzed, microwave protocol to activate alcohols through an intermolecular, SN1-type reaction to directly form unsymmetrical ethers and N-benzyloxy carbamate- (Cbz) protected amines is reported. Results have shown this reaction to be highly reproducible and tolerant of moisture, and moderate to high product yields (53-99%) were obtained. Significantly, the intermolecular catalytic amination of alcohols to directly afford Cbz-protected amines is heretofore unprecedented using gold catalysis.
Vinson, Andrew R. S.,Davis, Victoria K.,Arunasalam, Arunamarie,Jesse, Kate A.,Hamilton, Rachael E.,Shattuck, Morgan A.,Hu, Allison C.,Iafe, Robert G.,Wenzel, Anna G.
supporting information
p. 765 - 770
(2015/03/30)
Bifunctional copper catalysts for an atom efficient ether synthesis
A direct etherification of aromatic ketones and aliphatic alcohols into the corresponding asymmetrical ethers by the use of a bifunctional heterogeneous copper catalyst is described. The reaction protocol reveals to be versatile and convenient respect to the traditional ether synthesis for both environmental and practical concerns.