One-Pot Two-Step Multicomponent Process of Indole and Other Nitrogenous Heterocycles or Amines toward
Guillermo Martinez-Ariza1, Nicholas McConnell1, Christopher Hulme1,2
1Department of Pharmacology and Toxicology, College of Pharmacy, The University of Arizona , Biological Sciences West Room 351, 1041 East Lowell Street, Tucson, Arizona 85721, United States.
Abstract:
A cesium carbonate promoted three-component reaction of N-H containing heterocycles, primary or secondary amines, arylglyoxaldehydes, and anilines is reported. The key step involves a tandem sequence of N-1 addition of a heterocycle or an amine to preformed α-iminoketones, followed by an air- or oxygen-mediated oxidation to form α-oxo-acetamidines. The scope of the reaction is enticingly broad, and this novel methodology is applied toward the synthesis of various polycyclic heterocycles.
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