900-09-4Relevant academic research and scientific papers
Pronounced catalytic effect of a micellar solution of sodium dodecylsulfate (SDS) upon a three-component reaction of aldehydes, amines, and ketones under neutral conditions
Jafari, Abbas Ali,Moradgholi, Fatemeh,Tamaddon, Fatemeh
experimental part, p. 1249 - 1255 (2009/08/09)
A micellar solution of anionic, cationic or neutral surfactants can be used as an excellent medium for three-component Mannich reactions of aldehydes, amines, and ketones at room temperature. Sodium dodecylsulfate turned out to efficiently catalyze the reaction in neutral pure water (pH ≈ 7), and the corresponding desired β-amino ketones precipitate while the reactions proceedes. This method provides a novel and improved modification of the three-component Mannich reaction in terms of mild reaction conditions, clean reaction profile, improved yields, and excellent regio- and diastereoselectivities with a simple workup. Interesting examples of click chemistry under neutral conditions in water were observed. Wiley-VCH Verlag GmbH & Co. KGaA, 2009.
