The effect of
Magenta J Hensinger1, Anna C Closs1,2, Oliver Trapp1,2
1Department Chemie, Ludwig-Maximilians-Universität München, Butenandtstr. 5-13, München 81377, Germany. oliver.trapp@cup.uni-muenchen.de.
Abstract:
Imidazolidine-4-thiones have been suggested as potential prebiotic organocatalysts for light-driven α-alkylations of aldehydes by bromoacetonitrile. However, imidazolidine-4-thiones react with bromoacetonitrile to give S-cyanomethylated dihydroimidazoles. Kinetic studies show that enamines derived from these cyclic secondary amines and aldehydes are more nucleophilic than enamines derived from aldehydes and MacMillan organocatalysts.
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