title: Palladium-Catalyzed N-Arylation of Cyclopropylamines.
abstract: A general method has been developed for the previously challenging arylation of cyclopropylamine and N-arylcyclopropylamines. Highly active, air-stable, and commercially available R-allylpalladium precatalysts provide access to a wide range of (hetero)arylated cyclopropylanilines in high yields. Precatalysts [(tBuBrettPhos)Pd(allyl)]OTf and [(BrettPhos)Pd(crotyl)]OTf, deliver monoarylated products, while (PtBu3)Pd(crotyl)Cl is suited for preparing unsymmetrical diarylated products. The developed conditions tolerate a range of functional groups and heterocycles, allowing access to an array of arylated cyclopropylamines, a motif present in prominent drug molecules.
authors.affiliation: Johnson Matthey Catalysis and Chiral Technologies, 2001 Nolte Drive, West Deptford, New Jersey 08066, United States.
authors.forename: Peter G
authors.initials: PG
authors.lastname: Gildner
authors.affiliation: Johnson Matthey Catalysis and Chiral Technologies, 2001 Nolte Drive, West Deptford, New Jersey 08066, United States.
authors.forename: Andrew
authors.initials: A
authors.lastname: DeAngelis
authors.affiliation: Johnson Matthey Catalysis and Chiral Technologies, 2001 Nolte Drive, West Deptford, New Jersey 08066, United States.
authors.forename: Thomas J
authors.initials: TJ
authors.lastname: Colacot
mesh_terms: D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003521:Cyclopropanes / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*
chemical_list: D003521:Cyclopropanes; D010165:Palladium; C067351:cyclopropylamine