Synfacts 2005(2): 0209-0209  
DOI: 10.1055/s-2005-916061
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York

Aryl-Aryl and Aryl-Alkyl Coupling via N-Heterocycle C-H Activation

Contributor(s): Victor Snieckus, Robert Engqvist
D. Shabashov, O. Daugulis*
University of Houston, USA
Further Information

Publication History

Publication Date:
25 October 2005 (online)

Significance

The use of heterocyclic N-functionality for anchoring a Pd-catalyst to effect C-H activation at remote but geometrically distinct sites is reported. Thus coupling of alkyl- or aryl-substituted pyridines, methyl-substituted quinolines and condensed systems, as well as pyrazoles with aryl iodines under Pd catalysis in the presence of a Ag(I) source affords arylated products in reasonable yields with modest scope in functionality in the aryl iodine partner. Noteworthy iodo over bromo, i.e. FG = Br, coupling selectivity is observed.