Nitrogen-directed ortho-arylation and -heteroarylation of aromatic rings catalyzed by ruthenium complexes

Iterative and regioselective cross-couplings of 2-chloro-3,4-diiodopyridine leading to 2,3,4-triheteroarylpyridines

“…2,3,4-Triphenylpyridine has been synthesised by the nickel catalysed annulation of 2-iodobenzaldimine, 23 3-[2-(pyridin-2-yl)-3-(pyridin-3-yl)phenyl]pyridine and 5-[2-(pyridin-2-yl)-3-(pyrimidin-5-yl)-phenyl]pyrimidine were synthesised via the ruthenium catalysed ortho-arylation of 2-phenylpyridine. 24 The phenyl core analogue 3-[2,3-di(pyridin-3-yl)phenyl]pyridine has been used as an electron 26 To extend further the scope of 4 in cross-coupling reactions a Sonogashira reaction 27 was performed (Scheme 8). Compound 4 reacted with phenylacetylene (2.05 equiv) under standard conditions [5 mol % Pd(PPh 3 ) 2 Cl 2 , 5 mol % CuI, Et 3 N] to give 27 in 72% yield.…”

Exploiting the C-H bond in metal catalyzed C-C bond forming reactions

“…Screening literature conditions, we identified a ruthenium (II) catalyzed method which could be modified in a way that it fulfilled our requirements. 42,43 There, NMP was used as solvent at 120 °C in combination with…”

Carboxylic Acid Promoted, Redox‐Neutral Ru‐Catalyzed C−H Allylation of Aromatic Ketones

“…Notably, the use of alkyl carboxylic acid as an additive significantly enhances the reactivity of in situ generated ruthenium-based catalytic system and is well documented. [9,10] A drastic decrease in the yield was observed when benzoic acid was used as a ligand probably due to competitive reactive sites (entry 19). To our delight, when the reaction was carried out by using 20 mol% of 1-AdCO 2 H in the absence of Cu(OAc) 2 .H 2 O, the desired product 3 a was obtained in 75 % (entry 20).…”