Methodology for the synthesis of 1,2-disubstituted arylnaphthalenes from α-tetralones

Facile synthesis of achiral and chiral PCN pincer palladium(II) complexes and their application in the Suzuki and copper-free Sonogashira cross-coupling reactions

“…The Suzuki and Sonogashira reactions were performed in the untreated solvents under air. The m-hydroxybenzaldimines 1a-c [41], phenylboronic acid [42], 4-iodotoulene and 3-chloroiodobenzene [43] were prepared according to the literature methods. All other chemicals were used as purchased.…”

Evaluation of the Base‐Pairing Properties of 5‐(5‐Indolylethynyl) and 5‐(5‐Indolyl)‐2′‐deoxyuridine Modified Triplex and Duplex

“…Suzuki coupling gave the desired product in addition to deoxyuridine (dU) as a by-product which can be easily removed by washing with water. Borylation of aryl bromide is normally carried out by the addition of trimethyl borate B(OMe) 3 to the aryl bromide/tBuLi mixture at À 78°C, [20,21] however, it is found better in terms of yield and feasibility to neutralize the acidic NÀ H of the bromoindole with KH before adding tBuLi to ensure the formation of 5-indolylboronic acid (10). [22] Moreover, the produced boronic acid was purified by flash chromatography to remove the unreacted 5-bromoindole 9 affording 10 as white solid (75 %) which was visualized on TLC by a curcumin staining solution.…”

Ligand‐Free Suzuki Cross‐Coupling Reactions: Application to β‐Halo‐α,β‐Unsaturated Aldehydes

“…A few Suzuki cross‐coupling reactions of β‐halo α,β‐unsaturated aldehydes have been developed; however, the reported methods require phosphane ligands and high reaction temperatures 7a,7c,8. Hesse et al reported a ligand‐free system in which Pd(OAc) 2 with a stoichiometric amount of Bu 4 NBr as an additive was used 9.…”