Synthesis of benzylpalladium complexes through C–O bond cleavage of benzylic carboxylates: Development of a novel palladium-catalyzed benzylation of olefins

Molecular iodine as a mild catalyst for cross-coupling of alkenes and alcohols

“…The majority of known methods include the use of very effective transition metal catalysts, such as complexes of Pd, Cu, Ni, Fe, Ru and Lewis acids based on weak metals (e.g. Bi, In and Ga) [7][8][9][10][11][12][13][14][15][16][17]. However, toxicity of organometallic reagents and their removal to meet the strict specifications of pharmaceutical grade purity is a challenging and demanding process.…”

sp3‐sp2 C‐C Bond Formation via Brønsted Acid Trifluoromethanesulfonic Acid‐Catalyzed Direct Coupling Reaction of Alcohols and Alkenes

“…leading to the the desired products in moderate yields. [7] Jamison et al described a nickel-catalyzed coupling reaction of (E)-3-phenylprop-2-en-1-ol with ethylene by employing PA C H T U N G T R E N N U N G (o-anisyl) 3 as ligand and excess amounts of Et 3 N and Me 3 SiOTf to give (E)-penta-1,4-dienylbenzene in only 56% yield. [8] Very recently, Liu et al reported that FeCl 3 ·6 H 2 O catalyzed the direct coupling of aromatic olefins with benzylic alcohols to give substituted alkenes in the presence of a stoichiometric amount of TsOH.…”

Palladium-catalyzed cross-couplings of allylic carbonates with triarylbismuths as multi-coupling atom-efficient organometallic nucleophiles

“…(E)-1-(4-Methylphenyl)-3-phenylpropene[56]: Colourless oil, Yield, 80% 1. H NMR (400 MHz, CDCl 3 ) d 7.18-7.36 (m, 7H), 7.14 (d, 2H, J = 8.04 Hz), 6.47 (d, 1H, J = 15.84 Hz), 6.30-6.38 (m, 1H), 3.57 (d, 2H, J = 6.60 Hz), 2.36 (s, 3H); 13 C NMR (100 MHz, CDCl 3 ) d 140.32, 136.80, 134.67, 130.90, 129.17, 128.64, 128.43, 128.14, 126.10, 125.99, 39.32, 21.13.…”