TY - JOUR
T1 - One-Pot Two-Step Multicomponent Process of Indole and Other Nitrogenous Heterocycles or Amines toward α-Oxo-acetamidines
AU - Martinez-Ariza, Guillermo
AU - McConnell, Nicholas
AU - Hulme, Christopher
PY - 2016/4/15
Y1 - 2016/4/15
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=84966290817&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84966290817&partnerID=8YFLogxK
U2 - 10.1021/acs.orglett.6b00634
DO - 10.1021/acs.orglett.6b00634
M3 - Article
C2 - 27020621
AN - SCOPUS:84966290817
VL - 18
SP - 1864
EP - 1867
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 8
ER -