79248-52-5Relevant articles and documents
A lewis acid-promoted pinner reaction
Pfaff, Dominik,Nemecek, Gregor,Podlech, Joachim
supporting information, p. 1572 - 1577 (2013/10/22)
Carbonitriles and alcohols react in a Lewis acid-promoted Pinner reaction to carboxylic esters. Best results are obtained with two equivalents of trimethylsilyl triflate as Lewis acid. Good yields are achieved with primary alcohols and aliphatic or benzylic carbonitriles, but the straightforward synthesis of acrylates and benzoates starting with acrylonitrile and benzonitrile, respectively, is similarly possible. Phenols are not acylated under these reaction conditions. The method has been used for the first total synthesis of the natural product monaspilosin. In the reaction of benzyl alcohols variable amounts of amides are formed in a Ritter-type side reaction.
Synthesis of esters from acyl chlorides and halide under solid-liquid phase transfer catalysis
Hu,Pa,Cui,Wang
, p. 2763 - 2767 (2007/10/02)
A new and general method for the synthesis of esters is reported. Acyl chloride reacts with halide in the presence of hydrogen carbonate and under solid-liquid phase transfer condition to afford the esters in good to excellent isolated yields. The effects of catalyst, sodium and solvents to the reactions have been investigated. The reaction mechanism is briefly discussed.