Heck reaction
The Heck reaction (also called the Mizoroki-Heck reaction) is the chemical reaction of an unsaturated halide (or triflate) with an alkene and a strong base and palladium catalyst to form a substituted alkene.Together with the other palladium-catalyzed cross-coupling reactions, this reaction is of great importance, as it allows to do substitution reactions on planar centers.
Patents references
| Step | Conditions | Patent |
| a | tri(o-tolyl)phosphine / Et3N / Pd(OAc)2 / ACN | WO2010026110 (Roche) |
| Step | Conditions | Patent |
| a | tri(o-tolyl)phosphine / Et3N / Pd(OAc)2 / DMF | WO2010026110 (Roche) |
| Step | Conditions | Patent |
| a | Bis(tri-t-butylphosphine)palladium / tris(dibenzylideneacetone)dipalladium / dicyclohexyl(methyl)amine / Dioxane | WO2010043714 (GSK) |
References
Palladium-Triarylphosphine Complexes as Catalysts for Vinylic Halide Reactions
Advances in Chemistry, 1982, 196, Ch.12, pp 213-230.
Palladium-catalyzed reactions of organic halides with olefins
Acc. Chem. Res., 1979, 12(4), pp 146-151
Acylation, methylation, and carboxyalkylation of olefins by Group VIII metal derivatives
J. Am. Chem. Soc., 1968, 90(20), pp 5518-5526
Palladium-catalyzed vinylic hydrogen substitution reactions with aryl, benzyl, and styryl halides
J. Org. Chem., 1972, 37(14), pp 2320-2322
Palladium-catalyzed annulation of aryl iodides with diphenylacetylene
Organometallics, 1987, 6(9), pp 1941-1946