Domino Reactions Involving
the Branched C–N
and CC Cleavage of Enaminones Toward Pyridines Synthesis
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Abstract
The
copper-catalyzed cascade reactions of enaminones and ammonium
chloride have led to the unprecedented synthesis of 4-unsubstituted
pyridines of both symmetrical and unsymmetrical structures. Under
the aerobic copper-catalyzed conditions, the branched transformations
of enaminones with C–N and CC bond cleavage provide
the C2-C3/C5-C6 and C4 building blocks to construct the pyridine ring,
respectively. The CC cleavage that provides the C4 atom in
the pyridine product is the first example showing the reactivity of
an enaminone as the donor of one carbon synthon