Convenient Method for the ortho-Formylation of Phenols.

ortho-Formylation of oxygenated phenols

“…170 This base system gives higher yields, fewer by-products, and the use of HMPA becomes redundant. The reaction was later improved by Hansen and Skattebøl by reducing the number of equivalents of magnesium dichloride, triethylamine, and paraformaldehyde to two, two, and three, respectively.…”

“…166,167,170 The phenoxymagnesium salt (A) coordinates formaldehyde for an electrophilic aromatic substitution. After aromatization (B), the salicylalcohol reacts in an…”

High specific activity tritium-labeled N-(2-methoxybenzyl)-2,5-dimethoxy-4-iodophenethylamine (INBMeO): A high-affinity 5-HT2A receptor-selective agonist radioligand

“…EtOH, gradient, 0-30 min, solvent B: 30-80%; 30-40 min, solvent B: 80%; flow rate: 0.4 ml/ min, UV detector wavelength: 210 nm and 215 nm. 15,16 (15.0 g, 72 mmol) and n-butylamine (6.84g, 94 mmol) in 200 mL of toluene was heated at reflux for 45 min with H 2 O removal using a DeanStark apparatus. The solvents were removed by rotary evaporation and the residue was dissolved in nitromethane (75 mL).…”

Synthesis of salicylaldehydes from phenols via copper-mediated duff reaction

“…Numerous formylation methods were developed to prepare diverse aromatic aldehydes from corresponding phenols [6], such as the Duff reaction [7][8][9], Vilsmeier-Haack reaction [10][11][12], Reimer-Tiemann reaction [13][14][15], Gattermann-Koch reaction [16,17], Gattermann reaction [18,19], Rieche reaction [20][21][22], and paraformaldehyde/MgCl 2 reaction [23,24]. These methods possess their individual advantages, however, low ortho-selectivity of the most of these methods and poor yields sharply limited their application in industry [25].…”