Journal
ORGANIC LETTERS
Volume 18, Issue 8, Pages 1864-1867Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.6b00634
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Funding
- University of Arizona Graduate Professional Student Council (GPSC) [RSRCH-307FY'15]
- Mexican National Council for Science and Technology (CONACyT) [215981 (CVU: 464318)]
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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 alpha-iminoketones, followed by an air- or oxygen-mediated oxidation to form alpha-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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