The Vespiary

The Hive => Novel Discourse => Topic started by: Rhodium on February 06, 2003, 01:07:00 AM

Title: Pd-catalyzed Suzuki synth of phenylacetamides
Post by: Rhodium on February 06, 2003, 01:07:00 AM
This could be a novel route to phenethylamines. Formation of the boronic ester from an aryl halide, running this coupling reaction and then reduce with LAH or NaBH4/H2SO4.


A Suzuki-type cross-coupling of aryldioxaborolane with 2-bromo-N,N-dimethylacetamide in the presence of a catalytic amount of tricyclohexylphosphine as the ligand and hydroquinone as the free-radical scavenger has been demonstrated as a convenient and simple way for the synthesis of alpha-arylacetamides.



Tetrahedron Letters Volume 44, Issue 8, Pages 1587-1590 (2003) (