Categories: C-N Bond Formation >
Synthesis of enamines
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| Synthesis of | |||
| Enaminones | β-Enamino Esters | ||
| α-Ketoenamines | Ketene Aminals |
Literature

By employing Pd(OAc)2 and (t-Bu)2PNP(i-BuNCH2CH2)3N
as ligand, a broad range of aryl bromides and chlorides possessing
base-sensitive substituents provide coupling products with bulky aryl amines in
good to excellent yields. An efficient coupling of vinyl bromides with a variety
of amines produces imines and enamines at room temperature.
Ch. V. Reddy, J. V. Kingston, J. G. Verkade, J. Org. Chem., 2008,
73, 3047-3062.

Michael adducts are provided by a reaction of
alkylidene malonates with enamines, which are generated from vinyl bromides and
pyrrolidine by a prior palladium-catalysed C-N bond formation.
M. C. Willis, J. Chauhan, W. G. Whittinham, Org. Biomol. Chem., 2005, 3, 3094-3095.

