Aldehydes could be converted to esters in one step. Palladium-based catalyst is used and it is Pd(OAc)2/XPhos with 0.2 equivalents of K2CO3. Acetone(!) is the oxidizing agent for the reaction of an aldehyde with an alcohol. The reaction proceeds to give an ester while acetone is reduced to isopropanol.
The trouble is that the time of reaction is about 24 hours under continuous stirring.
Reference:Org. Lett. 2013, ASAP (DOI: 10.1021/ol303298g)
I don't think that a one-step reaction is always good option.
it is possible to prepare ester from an aldehyde in one step reaction. Use so called Tiščenko reaction. It proceeds in an anhydrous environment and is catalyzed with sodium-etanolate /CH3CH2O-Na+/ or aluminium- triethanolate /CH3CH2O-/3 Al3+. As a solvent an anhydrous ethanol, or THF could be used.
Mechanism of reaction is almost identic with Cannizzari oxido-reduction reaction which is running in water....different is only the reaction environment.
2 molecules of aldehyde /without hydrogen situated on alpha carbon/ yield a molecule of ester:
It also coul be done using manganese dioxide with alkyl alcohol by the aid of potassium cyanide as catalyst in THF. See Yamada, S.; Morizono, D.; Yamamoto, K. Tetrahedron Lett. 1992, 33, 4329.
Aldehydes could be converted to esters in one step. Palladium-based catalyst is used and it is Pd(OAc)2/XPhos with 0.2 equivalents of K2CO3. Acetone(!) is the oxidizing agent for the reaction of an aldehyde with an alcohol. The reaction proceeds to give an ester while acetone is reduced to isopropanol.
The trouble is that the time of reaction is about 24 hours under continuous stirring.
Reference:Org. Lett. 2013, ASAP (DOI: 10.1021/ol303298g)
I don't think that a one-step reaction is always good option.
Thank you Professor Rastislav, Professor Camara, and Professor Matar for your valuable help and suggestion. hopefully I can do my research and accomplish it...
To prepare a ester from aldehyde a Yamada oxidation is a interesting method. The aldehyde and the respective alcohol are stirred at 0ºC. A solution of KOH in respective alcohol and I2 in a respective alcohol are prepared. Next, each solution is added to the mixture (aldehyde and alcohol) and the reaction is kept at 0ºC until the reaction is completed.
Follow the method reference:
YAMADA, S.; MORIZONO, D.; YAMAMOTO, K. Mild oxidation of aldehydes to the corresponding carboxylic acids and esters: alkaline iodine oxidation revisited. Tetrahedron Letters, v. 33, n. 30, p. 4329–4332, 1992