Arylation of aromatic heterocycles with arenes and palladium(II) acetate

Direct Arylation of 6‐Phenylpurine and 6‐Arylpurine Nucleosides by Ruthenium‐Catalyzed CH Bond Activation

“…Due to interest in oxidative C–H cross-coupling processes, [3c,13–17] we evaluated whether purinyl nitrogen atom-directed C–H bond activation could be used to promote C–H cross coupling. [18] This reaction gave dimerized 8,8’-bis(9-benzyl-6-phenyl)-9 H -purine [8] in ca.…”

Five‐Membered Heterocycles: Pyrrole and Related Systems

“…It has also been known for some time that palladium mediated arylation of 1-acylpyrroles with arenes occurs at the a-position. However, this requires stoichiometric amounts of the palladium source [591]. A recent interesting contribution involving CÀH activation features regioselective palladium-catalyzed oxidative alkenylation of N-protected pyrroles at C2 or C3 using alkenes under aerobic conditions.…”

Catalytic Regioselective Oxidative Coupling of Furan-2-Carbonyls with Simple Arenes

“…On the contrary, a Heck type insertion of the furan to aryl palladium complexes could result in either C-4 or C-5 palladation. 44,54,55 We reasoned that a highly electrophilic palladium would prefer the S E Ar pathway and result in the regioselective formation of 5-arylfuran-2-carbonyls. This prompted us to further examine various electrophilic cationic palladium(II) complexes as well as oxidants that could oxidize Pd(II) to highly electrophilic Pd(IV).…”