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Domino Reactions Involving the Branched C–N and CC Cleavage of Enaminones Toward Pyridines Synthesis
- Wan, Jie-Ping, Zhou, Youyi, Cao, Shuo
- Journal of organic chemistry 2014 v.79 no.20 pp. 9872-9877
- ammonium chloride, carbon, chemical reactions, chemical structure, cleavage (chemistry), organic chemistry, pyridines
- 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.