1179189-83-3Relevant academic research and scientific papers
Three-component chemoenzymatic synthesis of amide ligated 1,2,3-triazoles
Hassan, Sidra,Tschersich, Roxanne,Müller, Thomas J.J.
, p. 4641 - 4644 (2013)
CAL-B (Candida antarctica lipase B) immobilized on an acrylic resin (Novozyme 435) smoothly catalyzes the aminolysis of methyl esters with propargyl amine furnishing propargyl amides. In the same reaction vessel these propargyl derivatives are consecutively transformed into amide ligated 1,2,3-triazoles in a Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) click reaction in good to excellent yields.
Consecutive three-component synthesis of (hetero)arylated propargyl amides by chemoenzymatic aminolysis-Sonogashira coupling sequence
Hassan, Sidra,Ullrich, Anja,Müller, Thomas J. J.
supporting information, p. 1571 - 1576 (2015/01/30)
A novel chemoenzymatic three-component synthesis of (hetero)arylated propargyl amides in good yields based upon Novozyme 435 (Candida antarctica lipase B (CAL-B)) catalyzed aminolysis of methyl carboxylates followed by Sonogashira coupling with (hetero)aryliodides in a consecutive one-pot fashion has been presented. This efficient methodology can be readily concatenated with a CuAAC (Cu catalyzed alkyne azide cycloaddition) as a third consecutive step to furnish 1,4-disubstituted 1,2,3-triazole ligated arylated propargyl amides. This one-pot process can be regarded as a transition metal catalyzed sequence that takes advantage of the copper source still present from the cross-coupling step.
