Organic & Biomolecular Chemistry 2005-09-07

A new reactivity pattern for vinyl bromides: cine-substitution via palladium catalysed C-N coupling/Michael addition reactions.

Michael C Willis, Jay Chauhan, William G Whittingham

Index: Org. Biomol. Chem. 3(17) , 3094-5, (2005)

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Abstract

Palladium catalysed C-N bond formation can be used to convert vinyl bromides to the corresponding enamines, which are reacted in situ with alkylidene malonates to provide Michael adducts. The overall transformation results in cine-substitution of the starting vinyl bromide.